New Photosensitizers Based on Heteroleptic Cu(I) Complexes and CO2 Photocatalytic Reduction with (Ni(II)(cyclam))Cl2: Difference between revisions
About |
---|
No edit summary |
|||
(14 intermediate revisions by 3 users not shown) | |||
Line 5: | Line 5: | ||
===Abstract=== | ===Abstract=== | ||
====Summary==== | ====Summary==== | ||
A photochemical reduction of CO<sub>2</sub> was shown using the nickel catalyst {{#moleculelink:|link=IZFLGDSTXHVTSZ-UHFFFAOYSA-L|image=false|width=300|height=200}} and the copper-based photosensitizers {{#moleculelink:|link=OGUFRAGOGOMEFL-UHFFFAOYSA-P|image=false|width=300|height=200}}, {{#moleculelink:|link=XIYWTOURLVMHSU-UHFFFAOYSA-R|image=false|width=300|height=200}}, {{#moleculelink:|link=LMWHUTMATFLCSY-UHFFFAOYSA-R|image=false|width=300|height=200}} and{{#moleculelink:|link=WFPHYLSMKQIDJB-UHFFFAOYSA-R|image=false|width=300|height=200}}. Turnover numbers (TONs) of 8.1 for CO were reached in acetonitrile/TEOA for complex {{#moleculelink:|link=LMWHUTMATFLCSY-UHFFFAOYSA-R|image=false|width=300|height=200}} after 4 hours. Employing the other synthesized photosensitizers {{#moleculelink:|link=OGUFRAGOGOMEFL-UHFFFAOYSA-P|image=false|width=300|height=200}}, {{#moleculelink:|link=XIYWTOURLVMHSU-UHFFFAOYSA-R|image=false|width=300|height=200}} or {{#moleculelink:|link=WFPHYLSMKQIDJB-UHFFFAOYSA-R|image=false|width=300|height=200}}, TONs of 4.3 to 4.9 were obtained. The experiments were conducted under visible-light irradiation (λ = 420 nm) using BIH as sacrificial electron donor (see section SEDs below). | |||
====Advances and special progress==== | ====Advances and special progress==== | ||
The first example of Cu(I)-based photosensitizers used for photocatalytic CO<sub>2</sub> reduction in combination with {{#moleculelink:|link=IZFLGDSTXHVTSZ-UHFFFAOYSA-L|image=false|width=300|height=200}} was successfully reported, demonstrating the usability of a fully noble-metal free CO<sub>2</sub> reduction system. The TONs are consistent with previously reported results on noble-metal based photosensitizers. | |||
====Additional remarks==== | ====Additional remarks==== | ||
The developed heteroleptic photosensitizer complexes showed a high stability in acetonitrile and no ligand release or formation of the homoleptic complexes was detected in UV/Vis stability studies. | |||
===Content of the published article in detail=== | ===Content of the published article in detail=== | ||
The article contains results for the reduction of CO<sub>2</sub> to CO under visible-light catalysis using a nickel complex as catalyst and copper-based photosensitizers. The catalytic system performs best (referring to the TON of CO production) in acetonitrile/TEOA with photosensitizer {{#moleculelink:|link=LMWHUTMATFLCSY-UHFFFAOYSA-R|image=false|width=300|height=200}}. | |||
====Catalysts==== | ====Catalysts==== | ||
<chemform smiles="" inchi="" inchikey="IZFLGDSTXHVTSZ-UHFFFAOYSA-L" height="200px" width="300px" float="none"></chemform> | |||
====Photosensitizers==== | ====Photosensitizers==== | ||
<chemform smiles="N12~[Cu+]3(~P(C4C=CC=CC=4)(C4C=CC=CC=4)C4C(OC5C=CC=CC=5P~3(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC=4)~N3C(=CN(CC4C=CC=CC=4)N=3)C1=CC=C1C=CC=CC=21.F[B-](F)(F)F" inchi="1S/C36H28OP2.C18H14N4.BF4.Cu/c1-5-17-29(18-6-1)38(30-19-7-2-8-20-30)35-27-15-13-25-33(35)37-34-26-14-16-28-36(34)39(31-21-9-3-10-22-31)32-23-11-4-12-24-32;1-2-6-14(7-3-1)12-22-13-18(20-21-22)17-11-10-15-8-4-5-9-16(15)19-17;2-1(3,4)5;/h1-28H;1-11,13H,12H2;;/q;;2*-1/p+2" inchikey="OGUFRAGOGOMEFL-UHFFFAOYSA-P" height="200px" width="300px" float="none"> | |||
-INDIGO-04032416082D | |||
0 0 0 0 0 0 0 0 0 0 0 V3000 | |||
M V30 BEGIN CTAB | |||
M V30 COUNTS 67 77 0 0 0 | |||
M V30 BEGIN ATOM | |||
M V30 1 N 7.02454 -3.56578 0.0 0 | |||
M V30 2 C 5.52581 -2.70105 0.0 0 | |||
M V30 3 C 6.02383 -3.5655 0.0 0 | |||
M V30 4 C 6.02628 -1.83421 0.0 0 | |||
M V30 5 C 7.52701 -2.69548 0.0 0 | |||
M V30 6 C 7.02197 -1.8323 0.0 0 | |||
M V30 7 C 5.52519 -4.42603 0.0 0 | |||
M V30 8 C 4.52732 -4.42539 0.0 0 | |||
M V30 9 C 4.52396 -2.70041 0.0 0 | |||
M V30 10 C 4.02991 -3.56639 0.0 0 | |||
M V30 11 C 8.52701 -2.69548 0.0 0 | |||
M V30 12 C 9.11481 -1.88649 0.0 0 | |||
M V30 13 N 10.0659 -2.19548 0.0 0 | |||
M V30 14 N 10.0659 -3.19547 0.0 0 | |||
M V30 15 N 9.11481 -3.50447 0.0 0 | |||
M V30 16 C 10.8749 -1.60768 0.0 0 | |||
M V30 17 C 11.8408 -1.8665 0.0 0 | |||
M V30 18 C 13.5117 -1.41708 0.0 0 | |||
M V30 19 C 12.5482 -1.15862 0.0 0 | |||
M V30 20 C 13.7715 -2.38374 0.0 0 | |||
M V30 21 C 12.1016 -2.83703 0.0 0 | |||
M V30 22 C 13.0692 -3.08962 0.0 0 | |||
M V30 23 C 6.01629 -10.2403 0.0 0 | |||
M V30 24 C 5.56798 -8.5691 0.0 0 | |||
M V30 25 C 5.30888 -9.53251 0.0 0 | |||
M V30 26 C 6.53482 -8.31004 0.0 0 | |||
M V30 27 C 6.98699 -9.98022 0.0 0 | |||
M V30 28 C 7.24023 -9.01274 0.0 0 | |||
M V30 29 C 10.5085 -10.2655 0.0 0 | |||
M V30 30 C 9.28466 -9.04235 0.0 0 | |||
M V30 31 C 9.54197 -10.0062 0.0 0 | |||
M V30 32 C 9.99244 -8.33458 0.0 0 | |||
M V30 33 C 11.2191 -9.55491 0.0 0 | |||
M V30 34 C 10.9547 -8.59043 0.0 0 | |||
M V30 35 O 8.25515 -8.6002 0.0 0 | |||
M V30 36 P 6.79271 -7.34387 0.0 0 | |||
M V30 37 P 9.73269 -7.3689 0.0 0 | |||
M V30 38 C 5.79271 -7.34387 0.0 0 | |||
M V30 39 C 4.29505 -8.21044 0.0 0 | |||
M V30 40 C 5.29268 -8.2107 0.0 0 | |||
M V30 41 C 3.79399 -7.34394 0.0 0 | |||
M V30 42 C 5.28965 -6.4739 0.0 0 | |||
M V30 43 C 4.2896 -6.48036 0.0 0 | |||
M V30 44 C 6.53389 -6.37794 0.0 0 | |||
M V30 45 C 5.30922 -5.1556 0.0 0 | |||
M V30 46 C 5.56718 -6.11931 0.0 0 | |||
M V30 47 C 6.01652 -4.44735 0.0 0 | |||
M V30 48 C 7.24402 -5.66686 0.0 0 | |||
M V30 49 C 6.97894 -4.70256 0.0 0 | |||
M V30 50 C 10.7327 -7.3689 0.0 0 | |||
M V30 51 C 12.2303 -6.50233 0.0 0 | |||
M V30 52 C 11.2327 -6.50206 0.0 0 | |||
M V30 53 C 12.7314 -7.36883 0.0 0 | |||
M V30 54 C 11.2357 -8.23887 0.0 0 | |||
M V30 55 C 12.2358 -8.23241 0.0 0 | |||
M V30 56 C 9.99151 -6.40297 0.0 0 | |||
M V30 57 C 9.54208 -4.73206 0.0 0 | |||
M V30 58 C 9.28362 -5.69563 0.0 0 | |||
M V30 59 C 10.5087 -4.47235 0.0 0 | |||
M V30 60 C 10.962 -6.14222 0.0 0 | |||
M V30 61 C 11.2146 -5.17457 0.0 0 | |||
M V30 62 Cu 8.15026 -5.45026 0.0 0 CHG=1 | |||
M V30 63 F 13.3422 -5.42526 0.0 0 | |||
M V30 64 B 14.2083 -4.92526 0.0 0 CHG=-1 | |||
M V30 65 F 14.7083 -5.79129 0.0 0 | |||
M V30 66 F 13.7083 -4.05924 0.0 0 | |||
M V30 67 F 15.0743 -4.42526 0.0 0 | |||
M V30 END ATOM | |||
M V30 BEGIN BOND | |||
M V30 1 2 3 1 | |||
M V30 2 2 4 2 | |||
M V30 3 1 1 5 | |||
M V30 4 1 2 3 | |||
M V30 5 2 5 6 | |||
M V30 6 1 6 4 | |||
M V30 7 2 8 7 | |||
M V30 8 1 2 9 | |||
M V30 9 1 7 3 | |||
M V30 10 2 9 10 | |||
M V30 11 1 10 8 | |||
M V30 12 1 5 11 | |||
M V30 13 2 11 12 | |||
M V30 14 1 12 13 | |||
M V30 15 1 13 14 | |||
M V30 16 2 14 15 | |||
M V30 17 1 15 11 | |||
M V30 18 1 13 16 | |||
M V30 19 1 16 17 | |||
M V30 20 2 19 17 | |||
M V30 21 2 20 18 | |||
M V30 22 1 17 21 | |||
M V30 23 1 18 19 | |||
M V30 24 2 21 22 | |||
M V30 25 1 22 20 | |||
M V30 26 2 25 23 | |||
M V30 27 2 26 24 | |||
M V30 28 1 23 27 | |||
M V30 29 1 24 25 | |||
M V30 30 2 27 28 | |||
M V30 31 1 28 26 | |||
M V30 32 2 31 29 | |||
M V30 33 2 32 30 | |||
M V30 34 1 29 33 | |||
M V30 35 1 30 31 | |||
M V30 36 2 33 34 | |||
M V30 37 1 34 32 | |||
M V30 38 1 28 35 | |||
M V30 39 1 30 35 | |||
M V30 40 1 26 36 | |||
M V30 41 1 32 37 | |||
M V30 42 1 36 38 | |||
M V30 43 2 40 38 | |||
M V30 44 2 41 39 | |||
M V30 45 1 38 42 | |||
M V30 46 1 39 40 | |||
M V30 47 2 42 43 | |||
M V30 48 1 43 41 | |||
M V30 49 1 36 44 | |||
M V30 50 2 46 44 | |||
M V30 51 2 47 45 | |||
M V30 52 1 44 48 | |||
M V30 53 1 45 46 | |||
M V30 54 2 48 49 | |||
M V30 55 1 49 47 | |||
M V30 56 1 37 50 | |||
M V30 57 2 52 50 | |||
M V30 58 2 53 51 | |||
M V30 59 1 50 54 | |||
M V30 60 1 51 52 | |||
M V30 61 2 54 55 | |||
M V30 62 1 55 53 | |||
M V30 63 1 37 56 | |||
M V30 64 2 58 56 | |||
M V30 65 2 59 57 | |||
M V30 66 1 56 60 | |||
M V30 67 1 57 58 | |||
M V30 68 2 60 61 | |||
M V30 69 1 61 59 | |||
M V30 70 8 1 62 | |||
M V30 71 8 62 15 | |||
M V30 72 8 62 37 | |||
M V30 73 8 62 36 | |||
M V30 74 1 63 64 | |||
M V30 75 1 64 65 | |||
M V30 76 1 64 66 | |||
M V30 77 1 64 67 | |||
M V30 END BOND | |||
M V30 END CTAB | |||
M END | |||
</chemform><chemform smiles="N12~[Cu+]3(~P(C4C=CC=CC=4)(C4C=CC=CC=4)C4C(OC5C=CC=CC=5P~3(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC=4)~N3C(=CN(CC4C=CC(CN5N=N6~[Cu+]7(~P(C8C=CC=CC=8)(C8C=CC=CC=8)C8C(OC9C=CC=CC=9P~7(C7C=CC=CC=7)C7C=CC=CC=7)=CC=CC=8)~N7C(C6=C5)=CC=C5C=CC=CC=75)=CC=4)N=3)C1=CC=C1C=CC=CC=21.F[B-](F)(F)F.F[B-](F)(F)F" inchi="1S/2C36H28OP2.C30H22N8.2BF4.2Cu/c2*1-5-17-29(18-6-1)38(30-19-7-2-8-20-30)35-27-15-13-25-33(35)37-34-26-14-16-28-36(34)39(31-21-9-3-10-22-31)32-23-11-4-12-24-32;1-3-7-25-23(5-1)13-15-27(31-25)29-19-37(35-33-29)17-21-9-11-22(12-10-21)18-38-20-30(34-36-38)28-16-14-24-6-2-4-8-26(24)32-28;2*2-1(3,4)5;;/h2*1-28H;1-16,19-20H,17-18H2;;;;/q;;;4*-1/p+4" inchikey="XIYWTOURLVMHSU-UHFFFAOYSA-R" height="200px" width="300px" float="none"> | |||
-INDIGO-04032416112D | |||
0 0 0 0 0 0 0 0 0 0 0 V3000 | |||
M V30 BEGIN CTAB | |||
M V30 COUNTS 128 148 0 0 0 | |||
M V30 BEGIN ATOM | |||
M V30 1 F -1.22203 -5.6822 0.0 0 | |||
M V30 2 B -0.4126 -5.21487 0.0 0 CHG=-1 | |||
M V30 3 F 0.0547252 -6.0243 0.0 0 | |||
M V30 4 F -0.879925 -4.40544 0.0 0 | |||
M V30 5 F 0.396831 -4.74754 0.0 0 | |||
M V30 6 F 12.6623 -3.21562 0.0 0 | |||
M V30 7 B 12.4204 -2.31282 0.0 0 CHG=-1 | |||
M V30 8 F 13.3232 -2.07091 0.0 0 | |||
M V30 9 F 11.5176 -2.55473 0.0 0 | |||
M V30 10 F 12.1785 -1.41002 0.0 0 | |||
M V30 11 N 3.47312 -3.69423 0.0 0 | |||
M V30 12 C 2.07233 -2.88601 0.0 0 | |||
M V30 13 C 2.5378 -3.69397 0.0 0 | |||
M V30 14 C 2.5401 -2.07582 0.0 0 | |||
M V30 15 C 3.94276 -2.8808 0.0 0 | |||
M V30 16 C 3.47072 -2.07403 0.0 0 | |||
M V30 17 C 2.07175 -4.49827 0.0 0 | |||
M V30 18 C 1.1391 -4.49767 0.0 0 | |||
M V30 19 C 1.13595 -2.88541 0.0 0 | |||
M V30 20 C 0.674189 -3.6948 0.0 0 | |||
M V30 21 C 4.87741 -2.8808 0.0 0 | |||
M V30 22 C 5.42679 -2.12468 0.0 0 | |||
M V30 23 N 6.31572 -2.41348 0.0 0 | |||
M V30 24 N 6.31572 -3.34812 0.0 0 | |||
M V30 25 N 5.42679 -3.63692 0.0 0 | |||
M V30 26 C 7.07186 -1.8641 0.0 0 | |||
M V30 27 C 7.97467 -2.106 0.0 0 | |||
M V30 28 C 9.53639 -1.68595 0.0 0 | |||
M V30 29 C 8.63578 -1.44438 0.0 0 | |||
M V30 30 C 9.77913 -2.58944 0.0 0 | |||
M V30 31 C 8.21838 -3.01311 0.0 0 | |||
M V30 32 C 9.12279 -3.24919 0.0 0 | |||
M V30 33 C 2.53076 -9.9326 0.0 0 | |||
M V30 34 C 2.11175 -8.37059 0.0 0 | |||
M V30 35 C 1.86958 -9.27104 0.0 0 | |||
M V30 36 C 3.0154 -8.12846 0.0 0 | |||
M V30 37 C 3.43802 -9.68949 0.0 0 | |||
M V30 38 C 3.67471 -8.78524 0.0 0 | |||
M V30 39 C 6.72942 -9.95614 0.0 0 | |||
M V30 40 C 5.58554 -8.81291 0.0 0 | |||
M V30 41 C 5.82604 -9.7138 0.0 0 | |||
M V30 42 C 6.24707 -8.15139 0.0 0 | |||
M V30 43 C 7.39358 -9.29198 0.0 0 | |||
M V30 44 C 7.14644 -8.39052 0.0 0 | |||
M V30 45 O 4.62331 -8.39965 0.0 0 | |||
M V30 46 P 3.25644 -7.22542 0.0 0 | |||
M V30 47 P 6.00429 -7.24882 0.0 0 | |||
M V30 48 C 2.32179 -7.22542 0.0 0 | |||
M V30 49 C 0.921999 -8.03537 0.0 0 | |||
M V30 50 C 1.85444 -8.03561 0.0 0 | |||
M V30 51 C 0.45369 -7.22549 0.0 0 | |||
M V30 52 C 1.85161 -6.4123 0.0 0 | |||
M V30 53 C 0.916906 -6.41834 0.0 0 | |||
M V30 54 C 3.01453 -6.32262 0.0 0 | |||
M V30 55 C 1.86989 -5.18015 0.0 0 | |||
M V30 56 C 2.11099 -6.08089 0.0 0 | |||
M V30 57 C 2.53097 -4.51819 0.0 0 | |||
M V30 58 C 3.67826 -5.65801 0.0 0 | |||
M V30 59 C 3.4305 -4.75672 0.0 0 | |||
M V30 60 C 6.93894 -7.24882 0.0 0 | |||
M V30 61 C 8.33873 -6.43887 0.0 0 | |||
M V30 62 C 7.40629 -6.43863 0.0 0 | |||
M V30 63 C 8.80704 -7.24875 0.0 0 | |||
M V30 64 C 7.40912 -8.06194 0.0 0 | |||
M V30 65 C 8.34383 -8.0559 0.0 0 | |||
M V30 66 C 6.2462 -6.34602 0.0 0 | |||
M V30 67 C 5.82614 -4.78429 0.0 0 | |||
M V30 68 C 5.58457 -5.6849 0.0 0 | |||
M V30 69 C 6.72963 -4.54155 0.0 0 | |||
M V30 70 C 7.1533 -6.10231 0.0 0 | |||
M V30 71 C 7.38939 -5.19789 0.0 0 | |||
M V30 72 Cu 4.52528 -5.45556 0.0 0 CHG=1 | |||
M V30 73 N 11.6299 -6.82624 0.0 0 | |||
M V30 74 C 10.4867 -7.97012 0.0 0 | |||
M V30 75 C 11.3876 -7.72962 0.0 0 | |||
M V30 76 C 9.82518 -7.3086 0.0 0 | |||
M V30 77 C 10.9658 -6.16208 0.0 0 | |||
M V30 78 C 10.0643 -6.40923 0.0 0 | |||
M V30 79 C 12.0439 -8.38796 0.0 0 | |||
M V30 80 C 11.8019 -9.28868 0.0 0 | |||
M V30 81 C 10.2438 -8.87444 0.0 0 | |||
M V30 82 C 10.9061 -9.52995 0.0 0 | |||
M V30 83 C 11.2077 -5.25927 0.0 0 | |||
M V30 84 C 10.6195 -4.53291 0.0 0 | |||
M V30 85 N 11.1285 -3.74902 0.0 0 | |||
M V30 86 N 12.0313 -3.99092 0.0 0 | |||
M V30 87 N 12.0802 -4.92431 0.0 0 | |||
M V30 88 C 17.4118 -9.3511 0.0 0 | |||
M V30 89 C 15.7946 -9.35156 0.0 0 | |||
M V30 90 C 16.6017 -9.81853 0.0 0 | |||
M V30 91 C 15.7946 -8.41603 0.0 0 | |||
M V30 92 C 17.4118 -8.41183 0.0 0 | |||
M V30 93 C 16.5996 -7.94917 0.0 0 | |||
M V30 94 C 18.5213 -5.3016 0.0 0 | |||
M V30 95 C 17.1209 -6.11061 0.0 0 | |||
M V30 96 C 18.0534 -6.11148 0.0 0 | |||
M V30 97 C 16.6532 -5.30041 0.0 0 | |||
M V30 98 C 18.0516 -4.48817 0.0 0 | |||
M V30 99 C 17.1169 -4.49358 0.0 0 | |||
M V30 100 O 16.4727 -6.9331 0.0 0 | |||
M V30 101 P 14.9847 -7.94948 0.0 0 | |||
M V30 102 P 15.7185 -5.30131 0.0 0 | |||
M V30 103 C 14.7428 -8.85228 0.0 0 | |||
M V30 104 C 15.1629 -10.414 0.0 0 | |||
M V30 105 C 15.4044 -9.5134 0.0 0 | |||
M V30 106 C 14.2594 -10.6567 0.0 0 | |||
M V30 107 C 13.8357 -9.09599 0.0 0 | |||
M V30 108 C 13.5996 -10.0004 0.0 0 | |||
M V30 109 C 14.0501 -7.94948 0.0 0 | |||
M V30 110 C 12.6503 -8.75942 0.0 0 | |||
M V30 111 C 13.5827 -8.75967 0.0 0 | |||
M V30 112 C 12.182 -7.94954 0.0 0 | |||
M V30 113 C 13.5799 -7.13636 0.0 0 | |||
M V30 114 C 12.6452 -7.1424 0.0 0 | |||
M V30 115 C 15.9604 -4.39851 0.0 0 | |||
M V30 116 C 15.5404 -2.83679 0.0 0 | |||
M V30 117 C 15.2988 -3.73739 0.0 0 | |||
M V30 118 C 16.4439 -2.59405 0.0 0 | |||
M V30 119 C 16.8675 -4.1548 0.0 0 | |||
M V30 120 C 17.1036 -3.25039 0.0 0 | |||
M V30 121 C 14.9091 -4.83399 0.0 0 | |||
M V30 122 C 13.2919 -4.83553 0.0 0 | |||
M V30 123 C 14.0992 -5.30196 0.0 0 | |||
M V30 124 C 13.2912 -3.89999 0.0 0 | |||
M V30 125 C 14.9084 -3.89472 0.0 0 | |||
M V30 126 C 14.096 -3.4326 0.0 0 | |||
M V30 127 Cu 13.6036 -6.2658 0.0 0 CHG=1 | |||
M V30 128 C 10.7455 -2.84668 0.0 0 | |||
M V30 END ATOM | |||
M V30 BEGIN BOND | |||
M V30 1 1 1 2 | |||
M V30 2 1 2 3 | |||
M V30 3 1 2 4 | |||
M V30 4 1 2 5 | |||
M V30 5 1 6 7 | |||
M V30 6 1 7 8 | |||
M V30 7 1 7 9 | |||
M V30 8 1 7 10 | |||
M V30 9 2 13 11 | |||
M V30 10 2 14 12 | |||
M V30 11 1 11 15 | |||
M V30 12 1 12 13 | |||
M V30 13 2 15 16 | |||
M V30 14 1 16 14 | |||
M V30 15 2 18 17 | |||
M V30 16 1 12 19 | |||
M V30 17 1 17 13 | |||
M V30 18 2 19 20 | |||
M V30 19 1 20 18 | |||
M V30 20 1 15 21 | |||
M V30 21 2 21 22 | |||
M V30 22 1 22 23 | |||
M V30 23 1 23 24 | |||
M V30 24 2 24 25 | |||
M V30 25 1 25 21 | |||
M V30 26 1 23 26 | |||
M V30 27 1 26 27 | |||
M V30 28 2 29 27 | |||
M V30 29 2 30 28 | |||
M V30 30 1 27 31 | |||
M V30 31 1 28 29 | |||
M V30 32 2 31 32 | |||
M V30 33 1 32 30 | |||
M V30 34 2 35 33 | |||
M V30 35 2 36 34 | |||
M V30 36 1 33 37 | |||
M V30 37 1 34 35 | |||
M V30 38 2 37 38 | |||
M V30 39 1 38 36 | |||
M V30 40 2 41 39 | |||
M V30 41 2 42 40 | |||
M V30 42 1 39 43 | |||
M V30 43 1 40 41 | |||
M V30 44 2 43 44 | |||
M V30 45 1 44 42 | |||
M V30 46 1 38 45 | |||
M V30 47 1 40 45 | |||
M V30 48 1 36 46 | |||
M V30 49 1 42 47 | |||
M V30 50 1 46 48 | |||
M V30 51 2 50 48 | |||
M V30 52 2 51 49 | |||
M V30 53 1 48 52 | |||
M V30 54 1 49 50 | |||
M V30 55 2 52 53 | |||
M V30 56 1 53 51 | |||
M V30 57 1 46 54 | |||
M V30 58 2 56 54 | |||
M V30 59 2 57 55 | |||
M V30 60 1 54 58 | |||
M V30 61 1 55 56 | |||
M V30 62 2 58 59 | |||
M V30 63 1 59 57 | |||
M V30 64 1 47 60 | |||
M V30 65 2 62 60 | |||
M V30 66 2 63 61 | |||
M V30 67 1 60 64 | |||
M V30 68 1 61 62 | |||
M V30 69 2 64 65 | |||
M V30 70 1 65 63 | |||
M V30 71 1 47 66 | |||
M V30 72 2 68 66 | |||
M V30 73 2 69 67 | |||
M V30 74 1 66 70 | |||
M V30 75 1 67 68 | |||
M V30 76 2 70 71 | |||
M V30 77 1 71 69 | |||
M V30 78 8 11 72 | |||
M V30 79 8 72 25 | |||
M V30 80 8 72 47 | |||
M V30 81 8 72 46 | |||
M V30 82 2 75 73 | |||
M V30 83 2 76 74 | |||
M V30 84 1 73 77 | |||
M V30 85 1 74 75 | |||
M V30 86 2 77 78 | |||
M V30 87 1 78 76 | |||
M V30 88 2 80 79 | |||
M V30 89 1 74 81 | |||
M V30 90 1 79 75 | |||
M V30 91 2 81 82 | |||
M V30 92 1 82 80 | |||
M V30 93 1 77 83 | |||
M V30 94 2 83 84 | |||
M V30 95 1 84 85 | |||
M V30 96 1 85 86 | |||
M V30 97 2 86 87 | |||
M V30 98 1 87 83 | |||
M V30 99 2 90 88 | |||
M V30 100 2 91 89 | |||
M V30 101 1 88 92 | |||
M V30 102 1 89 90 | |||
M V30 103 2 92 93 | |||
M V30 104 1 93 91 | |||
M V30 105 2 96 94 | |||
M V30 106 2 97 95 | |||
M V30 107 1 94 98 | |||
M V30 108 1 95 96 | |||
M V30 109 2 98 99 | |||
M V30 110 1 99 97 | |||
M V30 111 1 93 100 | |||
M V30 112 1 95 100 | |||
M V30 113 1 91 101 | |||
M V30 114 1 97 102 | |||
M V30 115 1 101 103 | |||
M V30 116 2 105 103 | |||
M V30 117 2 106 104 | |||
M V30 118 1 103 107 | |||
M V30 119 1 104 105 | |||
M V30 120 2 107 108 | |||
M V30 121 1 108 106 | |||
M V30 122 1 101 109 | |||
M V30 123 2 111 109 | |||
M V30 124 2 112 110 | |||
M V30 125 1 109 113 | |||
M V30 126 1 110 111 | |||
M V30 127 2 113 114 | |||
M V30 128 1 114 112 | |||
M V30 129 1 102 115 | |||
M V30 130 2 117 115 | |||
M V30 131 2 118 116 | |||
M V30 132 1 115 119 | |||
M V30 133 1 116 117 | |||
M V30 134 2 119 120 | |||
M V30 135 1 120 118 | |||
M V30 136 1 102 121 | |||
M V30 137 2 123 121 | |||
M V30 138 2 124 122 | |||
M V30 139 1 121 125 | |||
M V30 140 1 122 123 | |||
M V30 141 2 125 126 | |||
M V30 142 1 126 124 | |||
M V30 143 8 73 127 | |||
M V30 144 8 127 87 | |||
M V30 145 8 127 102 | |||
M V30 146 8 127 101 | |||
M V30 147 1 30 128 | |||
M V30 148 1 85 128 | |||
M V30 END BOND | |||
M V30 END CTAB | |||
M END | |||
</chemform><chemform smiles="F[B-](F)(F)F.F[B-](F)(F)F.N12~[Cu+]3(~P(C4C=CC=CC=4)(C4C=CC=CC=4)C4C(OC5C=CC=CC=5P~3(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC=4)~N3C(=CN(CC4C=C(CN5N=N6~[Cu+]7(~P(C8C=CC=CC=8)(C8C=CC=CC=8)C8C(OC9C=CC=CC=9P~7(C7C=CC=CC=7)C7C=CC=CC=7)=CC=CC=8)~N7C(C6=C5)=CC=C5C=CC=CC=75)C=CC=4)N=3)C1=CC=C1C=CC=CC=21" inchi="1S/2C36H28OP2.C30H22N8.2BF4.2Cu/c2*1-5-17-29(18-6-1)38(30-19-7-2-8-20-30)35-27-15-13-25-33(35)37-34-26-14-16-28-36(34)39(31-21-9-3-10-22-31)32-23-11-4-12-24-32;1-3-10-25-23(8-1)12-14-27(31-25)29-19-37(35-33-29)17-21-6-5-7-22(16-21)18-38-20-30(34-36-38)28-15-13-24-9-2-4-11-26(24)32-28;2*2-1(3,4)5;;/h2*1-28H;1-16,19-20H,17-18H2;;;;/q;;;4*-1/p+4" inchikey="LMWHUTMATFLCSY-UHFFFAOYSA-R" height="200px" width="300px" float="none"> | |||
-INDIGO-04032416132D | |||
0 0 0 0 0 0 0 0 0 0 0 V3000 | |||
M V30 BEGIN CTAB | |||
M V30 COUNTS 128 148 0 0 0 | |||
M V30 BEGIN ATOM | |||
M V30 1 F 1.25789 -7.33776 0.0 0 | |||
M V30 2 B 2.06458 -6.87202 0.0 0 CHG=-1 | |||
M V30 3 F 2.53032 -7.67871 0.0 0 | |||
M V30 4 F 1.59884 -6.06533 0.0 0 | |||
M V30 5 F 2.87127 -6.40628 0.0 0 | |||
M V30 6 F 21.2524 -5.36947 0.0 0 | |||
M V30 7 B 20.3209 -5.36947 0.0 0 CHG=-1 | |||
M V30 8 F 20.3209 -6.30095 0.0 0 | |||
M V30 9 F 20.3209 -4.43798 0.0 0 | |||
M V30 10 F 19.3894 -5.36947 0.0 0 | |||
M V30 11 N 5.93714 -5.35654 0.0 0 | |||
M V30 12 C 4.54109 -4.55106 0.0 0 | |||
M V30 13 C 5.00499 -5.35627 0.0 0 | |||
M V30 14 C 5.00728 -3.74361 0.0 0 | |||
M V30 15 C 6.40518 -4.54586 0.0 0 | |||
M V30 16 C 5.93474 -3.74182 0.0 0 | |||
M V30 17 C 4.54051 -6.15785 0.0 0 | |||
M V30 18 C 3.61102 -6.15725 0.0 0 | |||
M V30 19 C 3.60788 -4.55046 0.0 0 | |||
M V30 20 C 3.14769 -5.3571 0.0 0 | |||
M V30 21 C 7.33667 -4.54586 0.0 0 | |||
M V30 22 C 7.88419 -3.7923 0.0 0 | |||
M V30 23 N 8.77011 -4.08012 0.0 0 | |||
M V30 24 N 8.77011 -5.0116 0.0 0 | |||
M V30 25 N 7.88419 -5.29942 0.0 0 | |||
M V30 26 C 9.52369 -3.5326 0.0 0 | |||
M V30 27 C 10.4234 -3.77369 0.0 0 | |||
M V30 28 C 11.9799 -3.35505 0.0 0 | |||
M V30 29 C 11.0823 -3.1143 0.0 0 | |||
M V30 30 C 12.2218 -4.25549 0.0 0 | |||
M V30 31 C 10.6663 -4.67772 0.0 0 | |||
M V30 32 C 11.5677 -4.913 0.0 0 | |||
M V30 33 C 4.99796 -11.5738 0.0 0 | |||
M V30 34 C 4.58038 -10.0171 0.0 0 | |||
M V30 35 C 4.33902 -10.9144 0.0 0 | |||
M V30 36 C 5.48097 -9.77574 0.0 0 | |||
M V30 37 C 5.90216 -11.3315 0.0 0 | |||
M V30 38 C 6.13805 -10.4303 0.0 0 | |||
M V30 39 C 9.1824 -11.5972 0.0 0 | |||
M V30 40 C 8.0424 -10.4579 0.0 0 | |||
M V30 41 C 8.28208 -11.3557 0.0 0 | |||
M V30 42 C 8.70168 -9.79859 0.0 0 | |||
M V30 43 C 9.84432 -10.9353 0.0 0 | |||
M V30 44 C 9.59801 -10.0369 0.0 0 | |||
M V30 45 O 7.08343 -10.046 0.0 0 | |||
M V30 46 P 5.72119 -8.87576 0.0 0 | |||
M V30 47 P 8.45973 -8.89908 0.0 0 | |||
M V30 48 C 4.7897 -8.87576 0.0 0 | |||
M V30 49 C 3.39466 -9.68297 0.0 0 | |||
M V30 50 C 4.32394 -9.68321 0.0 0 | |||
M V30 51 C 2.92793 -8.87583 0.0 0 | |||
M V30 52 C 4.32112 -8.0654 0.0 0 | |||
M V30 53 C 3.38958 -8.07142 0.0 0 | |||
M V30 54 C 5.4801 -7.97602 0.0 0 | |||
M V30 55 C 4.33934 -6.83742 0.0 0 | |||
M V30 56 C 4.57962 -7.73511 0.0 0 | |||
M V30 57 C 4.99818 -6.1777 0.0 0 | |||
M V30 58 C 6.14158 -7.31366 0.0 0 | |||
M V30 59 C 5.89466 -6.41542 0.0 0 | |||
M V30 60 C 9.39122 -8.89908 0.0 0 | |||
M V30 61 C 10.7863 -8.09188 0.0 0 | |||
M V30 62 C 9.85698 -8.09164 0.0 0 | |||
M V30 63 C 11.253 -8.89902 0.0 0 | |||
M V30 64 C 9.85981 -9.70945 0.0 0 | |||
M V30 65 C 10.7913 -9.70343 0.0 0 | |||
M V30 66 C 8.70082 -7.99934 0.0 0 | |||
M V30 67 C 8.28219 -6.4429 0.0 0 | |||
M V30 68 C 8.04144 -7.34046 0.0 0 | |||
M V30 69 C 9.18262 -6.20099 0.0 0 | |||
M V30 70 C 9.60485 -7.75645 0.0 0 | |||
M V30 71 C 9.84013 -6.8551 0.0 0 | |||
M V30 72 Cu 6.98573 -7.1119 0.0 0 CHG=1 | |||
M V30 73 N 16.1589 -5.66912 0.0 0 | |||
M V30 74 C 16.9651 -4.27353 0.0 0 | |||
M V30 75 C 16.966 -5.20281 0.0 0 | |||
M V30 76 C 16.1577 -3.80735 0.0 0 | |||
M V30 77 C 15.3482 -5.20107 0.0 0 | |||
M V30 78 C 15.3536 -4.26953 0.0 0 | |||
M V30 79 C 17.769 -5.66476 0.0 0 | |||
M V30 80 C 18.5737 -5.19949 0.0 0 | |||
M V30 81 C 17.773 -3.8064 0.0 0 | |||
M V30 82 C 18.5749 -4.27488 0.0 0 | |||
M V30 83 C 14.5415 -5.66682 0.0 0 | |||
M V30 84 C 13.6905 -5.28797 0.0 0 | |||
M V30 85 N 13.0672 -5.9802 0.0 0 | |||
M V30 86 N 13.533 -6.78688 0.0 0 | |||
M V30 87 N 14.4441 -6.59318 0.0 0 | |||
M V30 88 C 20.0808 -10.5838 0.0 0 | |||
M V30 89 C 19.6641 -9.02686 0.0 0 | |||
M V30 90 C 20.3218 -9.68335 0.0 0 | |||
M V30 91 C 18.7635 -9.26818 0.0 0 | |||
M V30 92 C 19.1766 -10.8261 0.0 0 | |||
M V30 93 C 18.5217 -10.1636 0.0 0 | |||
M V30 94 C 16.4687 -12.6964 0.0 0 | |||
M V30 95 C 16.8863 -11.1396 0.0 0 | |||
M V30 96 C 17.1277 -12.037 0.0 0 | |||
M V30 97 C 15.9857 -10.8983 0.0 0 | |||
M V30 98 C 15.5645 -12.4541 0.0 0 | |||
M V30 99 C 15.3286 -11.5529 0.0 0 | |||
M V30 100 O 17.5109 -10.3035 0.0 0 | |||
M V30 101 P 18.1055 -8.60888 0.0 0 | |||
M V30 102 P 15.7455 -9.99835 0.0 0 | |||
M V30 103 C 18.9122 -8.14314 0.0 0 | |||
M V30 104 C 20.5239 -8.14467 0.0 0 | |||
M V30 105 C 19.7193 -8.60952 0.0 0 | |||
M V30 106 C 20.5245 -7.21231 0.0 0 | |||
M V30 107 C 18.9128 -7.20705 0.0 0 | |||
M V30 108 C 19.7225 -6.7465 0.0 0 | |||
M V30 109 C 17.8644 -7.70914 0.0 0 | |||
M V30 110 C 18.283 -6.15271 0.0 0 | |||
M V30 111 C 18.5238 -7.05026 0.0 0 | |||
M V30 112 C 17.3826 -5.91079 0.0 0 | |||
M V30 113 C 16.9604 -7.46625 0.0 0 | |||
M V30 114 C 16.7251 -6.5649 0.0 0 | |||
M V30 115 C 14.9388 -10.4641 0.0 0 | |||
M V30 116 C 13.3271 -10.4626 0.0 0 | |||
M V30 117 C 14.1317 -9.99771 0.0 0 | |||
M V30 118 C 13.3264 -11.3949 0.0 0 | |||
M V30 119 C 14.9382 -11.4002 0.0 0 | |||
M V30 120 C 14.1284 -11.8607 0.0 0 | |||
M V30 121 C 15.0868 -9.33969 0.0 0 | |||
M V30 122 C 14.6712 -7.78246 0.0 0 | |||
M V30 123 C 15.3284 -8.43939 0.0 0 | |||
M V30 124 C 13.7704 -8.02317 0.0 0 | |||
M V30 125 C 14.1825 -9.58136 0.0 0 | |||
M V30 126 C 13.528 -8.91841 0.0 0 | |||
M V30 127 Cu 16.1284 -7.7136 0.0 0 CHG=1 | |||
M V30 128 C 11.8309 -5.87775 0.0 0 | |||
M V30 END ATOM | |||
M V30 BEGIN BOND | |||
M V30 1 1 1 2 | |||
M V30 2 1 2 3 | |||
M V30 3 1 2 4 | |||
M V30 4 1 2 5 | |||
M V30 5 1 6 7 | |||
M V30 6 1 7 8 | |||
M V30 7 1 7 9 | |||
M V30 8 1 7 10 | |||
M V30 9 2 13 11 | |||
M V30 10 2 14 12 | |||
M V30 11 1 11 15 | |||
M V30 12 1 12 13 | |||
M V30 13 2 15 16 | |||
M V30 14 1 16 14 | |||
M V30 15 2 18 17 | |||
M V30 16 1 12 19 | |||
M V30 17 1 17 13 | |||
M V30 18 2 19 20 | |||
M V30 19 1 20 18 | |||
M V30 20 1 15 21 | |||
M V30 21 2 21 22 | |||
M V30 22 1 22 23 | |||
M V30 23 1 23 24 | |||
M V30 24 2 24 25 | |||
M V30 25 1 25 21 | |||
M V30 26 1 23 26 | |||
M V30 27 2 29 27 | |||
M V30 28 2 30 28 | |||
M V30 29 1 27 31 | |||
M V30 30 1 28 29 | |||
M V30 31 2 31 32 | |||
M V30 32 1 32 30 | |||
M V30 33 2 35 33 | |||
M V30 34 2 36 34 | |||
M V30 35 1 33 37 | |||
M V30 36 1 34 35 | |||
M V30 37 2 37 38 | |||
M V30 38 1 38 36 | |||
M V30 39 2 41 39 | |||
M V30 40 2 42 40 | |||
M V30 41 1 39 43 | |||
M V30 42 1 40 41 | |||
M V30 43 2 43 44 | |||
M V30 44 1 44 42 | |||
M V30 45 1 38 45 | |||
M V30 46 1 40 45 | |||
M V30 47 1 36 46 | |||
M V30 48 1 42 47 | |||
M V30 49 1 46 48 | |||
M V30 50 2 50 48 | |||
M V30 51 2 51 49 | |||
M V30 52 1 48 52 | |||
M V30 53 1 49 50 | |||
M V30 54 2 52 53 | |||
M V30 55 1 53 51 | |||
M V30 56 1 46 54 | |||
M V30 57 2 56 54 | |||
M V30 58 2 57 55 | |||
M V30 59 1 54 58 | |||
M V30 60 1 55 56 | |||
M V30 61 2 58 59 | |||
M V30 62 1 59 57 | |||
M V30 63 1 47 60 | |||
M V30 64 2 62 60 | |||
M V30 65 2 63 61 | |||
M V30 66 1 60 64 | |||
M V30 67 1 61 62 | |||
M V30 68 2 64 65 | |||
M V30 69 1 65 63 | |||
M V30 70 1 47 66 | |||
M V30 71 2 68 66 | |||
M V30 72 2 69 67 | |||
M V30 73 1 66 70 | |||
M V30 74 1 67 68 | |||
M V30 75 2 70 71 | |||
M V30 76 1 71 69 | |||
M V30 77 8 11 72 | |||
M V30 78 8 72 25 | |||
M V30 79 8 72 47 | |||
M V30 80 8 72 46 | |||
M V30 81 2 75 73 | |||
M V30 82 2 76 74 | |||
M V30 83 1 73 77 | |||
M V30 84 1 74 75 | |||
M V30 85 2 77 78 | |||
M V30 86 1 78 76 | |||
M V30 87 2 80 79 | |||
M V30 88 1 74 81 | |||
M V30 89 1 79 75 | |||
M V30 90 2 81 82 | |||
M V30 91 1 82 80 | |||
M V30 92 1 77 83 | |||
M V30 93 2 83 84 | |||
M V30 94 1 84 85 | |||
M V30 95 1 85 86 | |||
M V30 96 2 86 87 | |||
M V30 97 1 87 83 | |||
M V30 98 2 90 88 | |||
M V30 99 2 91 89 | |||
M V30 100 1 88 92 | |||
M V30 101 1 89 90 | |||
M V30 102 2 92 93 | |||
M V30 103 1 93 91 | |||
M V30 104 2 96 94 | |||
M V30 105 2 97 95 | |||
M V30 106 1 94 98 | |||
M V30 107 1 95 96 | |||
M V30 108 2 98 99 | |||
M V30 109 1 99 97 | |||
M V30 110 1 93 100 | |||
M V30 111 1 95 100 | |||
M V30 112 1 91 101 | |||
M V30 113 1 97 102 | |||
M V30 114 1 101 103 | |||
M V30 115 2 105 103 | |||
M V30 116 2 106 104 | |||
M V30 117 1 103 107 | |||
M V30 118 1 104 105 | |||
M V30 119 2 107 108 | |||
M V30 120 1 108 106 | |||
M V30 121 1 101 109 | |||
M V30 122 2 111 109 | |||
M V30 123 2 112 110 | |||
M V30 124 1 109 113 | |||
M V30 125 1 110 111 | |||
M V30 126 2 113 114 | |||
M V30 127 1 114 112 | |||
M V30 128 1 102 115 | |||
M V30 129 2 117 115 | |||
M V30 130 2 118 116 | |||
M V30 131 1 115 119 | |||
M V30 132 1 116 117 | |||
M V30 133 2 119 120 | |||
M V30 134 1 120 118 | |||
M V30 135 1 102 121 | |||
M V30 136 2 123 121 | |||
M V30 137 2 124 122 | |||
M V30 138 1 121 125 | |||
M V30 139 1 122 123 | |||
M V30 140 2 125 126 | |||
M V30 141 1 126 124 | |||
M V30 142 8 73 127 | |||
M V30 143 8 127 87 | |||
M V30 144 8 127 102 | |||
M V30 145 8 127 101 | |||
M V30 146 1 26 27 | |||
M V30 147 1 32 128 | |||
M V30 148 1 85 128 | |||
M V30 END BOND | |||
M V30 END CTAB | |||
M END | |||
</chemform><chemform smiles="F[B-](F)(F)F.F[B-](F)(F)F.N12~[Cu+]3(~P(C4C=CC=CC=4)(C4C=CC=CC=4)C4C(OC5C=CC=CC=5P~3(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC=4)~N3C(=CN(CC4C(CN5N=N6~[Cu+]7(~P(C8C=CC=CC=8)(C8C=CC=CC=8)C8C(OC9C=CC=CC=9P~7(C7C=CC=CC=7)C7C=CC=CC=7)=CC=CC=8)~N7C(C6=C5)=CC=C5C=CC=CC=75)=CC=CC=4)N=3)C1=CC=C1C=CC=CC=21" inchi="1S/2C36H28OP2.C30H22N8.2BF4.2Cu/c2*1-5-17-29(18-6-1)38(30-19-7-2-8-20-30)35-27-15-13-25-33(35)37-34-26-14-16-28-36(34)39(31-21-9-3-10-22-31)32-23-11-4-12-24-32;1-2-10-24(18-38-20-30(34-36-38)28-16-14-22-8-4-6-12-26(22)32-28)23(9-1)17-37-19-29(33-35-37)27-15-13-21-7-3-5-11-25(21)31-27;2*2-1(3,4)5;;/h2*1-28H;1-16,19-20H,17-18H2;;;;/q;;;4*-1/p+4" inchikey="WFPHYLSMKQIDJB-UHFFFAOYSA-R" height="200px" width="300px" float="none"> | |||
-INDIGO-04032416162D | |||
0 0 0 0 0 0 0 0 0 0 0 V3000 | |||
M V30 BEGIN CTAB | |||
M V30 COUNTS 128 148 0 0 0 | |||
M V30 BEGIN ATOM | |||
M V30 1 F 0.171008 -6.89622 0.0 0 | |||
M V30 2 B 0.976244 -6.43132 0.0 0 CHG=-1 | |||
M V30 3 F 1.44115 -7.23655 0.0 0 | |||
M V30 4 F 0.511341 -5.62608 0.0 0 | |||
M V30 5 F 1.78148 -5.96641 0.0 0 | |||
M V30 6 F 19.8483 -2.96272 0.0 0 | |||
M V30 7 B 18.9185 -2.96272 0.0 0 CHG=-1 | |||
M V30 8 F 18.9185 -3.89252 0.0 0 | |||
M V30 9 F 18.9185 -2.03291 0.0 0 | |||
M V30 10 F 17.9886 -2.96272 0.0 0 | |||
M V30 11 N 4.84183 -4.91856 0.0 0 | |||
M V30 12 C 3.4483 -4.11453 0.0 0 | |||
M V30 13 C 3.91136 -4.91829 0.0 0 | |||
M V30 14 C 3.91364 -3.30853 0.0 0 | |||
M V30 15 C 5.30903 -4.10934 0.0 0 | |||
M V30 16 C 4.83944 -3.30675 0.0 0 | |||
M V30 17 C 3.44772 -5.71843 0.0 0 | |||
M V30 18 C 2.5199 -5.71783 0.0 0 | |||
M V30 19 C 2.51677 -4.11393 0.0 0 | |||
M V30 20 C 2.0574 -4.91913 0.0 0 | |||
M V30 21 C 6.23884 -4.10934 0.0 0 | |||
M V30 22 C 6.78537 -3.35714 0.0 0 | |||
M V30 23 N 7.6697 -3.64445 0.0 0 | |||
M V30 24 N 7.6697 -4.57424 0.0 0 | |||
M V30 25 N 6.78537 -4.86155 0.0 0 | |||
M V30 26 C 8.60942 -3.37916 0.0 0 | |||
M V30 27 C 3.90435 -11.1246 0.0 0 | |||
M V30 28 C 3.48751 -9.57068 0.0 0 | |||
M V30 29 C 3.24659 -10.4665 0.0 0 | |||
M V30 30 C 4.38648 -9.3298 0.0 0 | |||
M V30 31 C 4.80691 -10.8827 0.0 0 | |||
M V30 32 C 5.04238 -9.98318 0.0 0 | |||
M V30 33 C 8.08125 -11.148 0.0 0 | |||
M V30 34 C 6.9433 -10.0107 0.0 0 | |||
M V30 35 C 7.18255 -10.9069 0.0 0 | |||
M V30 36 C 7.6014 -9.35262 0.0 0 | |||
M V30 37 C 8.74197 -10.4873 0.0 0 | |||
M V30 38 C 8.49611 -9.59051 0.0 0 | |||
M V30 39 O 5.98606 -9.59959 0.0 0 | |||
M V30 40 P 4.62627 -8.43145 0.0 0 | |||
M V30 41 P 7.35988 -8.45472 0.0 0 | |||
M V30 42 C 3.69646 -8.43145 0.0 0 | |||
M V30 43 C 2.30393 -9.2372 0.0 0 | |||
M V30 44 C 3.23153 -9.23744 0.0 0 | |||
M V30 45 C 1.83804 -8.43151 0.0 0 | |||
M V30 46 C 3.22872 -7.62254 0.0 0 | |||
M V30 47 C 2.29886 -7.62855 0.0 0 | |||
M V30 48 C 4.38562 -7.53332 0.0 0 | |||
M V30 49 C 3.24691 -6.39678 0.0 0 | |||
M V30 50 C 3.48676 -7.29284 0.0 0 | |||
M V30 51 C 3.90456 -5.73825 0.0 0 | |||
M V30 52 C 5.0459 -6.87216 0.0 0 | |||
M V30 53 C 4.79943 -5.97554 0.0 0 | |||
M V30 54 C 8.28969 -8.45472 0.0 0 | |||
M V30 55 C 9.68222 -7.64898 0.0 0 | |||
M V30 56 C 8.75461 -7.64874 0.0 0 | |||
M V30 57 C 10.1481 -8.45466 0.0 0 | |||
M V30 58 C 8.75743 -9.26363 0.0 0 | |||
M V30 59 C 9.68729 -9.25762 0.0 0 | |||
M V30 60 C 7.60053 -7.5566 0.0 0 | |||
M V30 61 C 7.18265 -6.00297 0.0 0 | |||
M V30 62 C 6.94234 -6.89891 0.0 0 | |||
M V30 63 C 8.08146 -5.76149 0.0 0 | |||
M V30 64 C 8.50294 -7.31415 0.0 0 | |||
M V30 65 C 8.7378 -6.41443 0.0 0 | |||
M V30 66 Cu 5.88853 -6.67076 0.0 0 CHG=1 | |||
M V30 67 N 14.7639 -3.26183 0.0 0 | |||
M V30 68 C 15.5687 -1.86875 0.0 0 | |||
M V30 69 C 15.5696 -2.79636 0.0 0 | |||
M V30 70 C 14.7627 -1.40341 0.0 0 | |||
M V30 71 C 13.9547 -2.79463 0.0 0 | |||
M V30 72 C 13.9601 -1.86477 0.0 0 | |||
M V30 73 C 16.3712 -3.25748 0.0 0 | |||
M V30 74 C 17.1744 -2.79305 0.0 0 | |||
M V30 75 C 16.3751 -1.40247 0.0 0 | |||
M V30 76 C 17.1756 -1.8701 0.0 0 | |||
M V30 77 C 13.1494 -3.25953 0.0 0 | |||
M V30 78 C 12.3 -2.88137 0.0 0 | |||
M V30 79 N 11.6778 -3.57235 0.0 0 | |||
M V30 80 N 12.1427 -4.37757 0.0 0 | |||
M V30 81 N 13.0522 -4.18422 0.0 0 | |||
M V30 82 C 18.6788 -8.16767 0.0 0 | |||
M V30 83 C 18.2628 -6.61352 0.0 0 | |||
M V30 84 C 18.9193 -7.26883 0.0 0 | |||
M V30 85 C 17.3638 -6.8544 0.0 0 | |||
M V30 86 C 17.7762 -8.40951 0.0 0 | |||
M V30 87 C 17.1225 -7.74819 0.0 0 | |||
M V30 88 C 15.0732 -10.2764 0.0 0 | |||
M V30 89 C 15.49 -8.7225 0.0 0 | |||
M V30 90 C 15.7309 -9.61827 0.0 0 | |||
M V30 91 C 14.5911 -8.48162 0.0 0 | |||
M V30 92 C 14.1706 -10.0346 0.0 0 | |||
M V30 93 C 13.9352 -9.13499 0.0 0 | |||
M V30 94 O 16.1135 -7.88784 0.0 0 | |||
M V30 95 P 16.707 -6.1963 0.0 0 | |||
M V30 96 P 14.3513 -7.58326 0.0 0 | |||
M V30 97 C 17.5122 -5.7314 0.0 0 | |||
M V30 98 C 19.1211 -5.73293 0.0 0 | |||
M V30 99 C 18.3179 -6.19694 0.0 0 | |||
M V30 100 C 19.1217 -4.80224 0.0 0 | |||
M V30 101 C 17.5129 -4.79699 0.0 0 | |||
M V30 102 C 18.3212 -4.33727 0.0 0 | |||
M V30 103 C 16.4664 -5.29817 0.0 0 | |||
M V30 104 C 16.8842 -3.74455 0.0 0 | |||
M V30 105 C 17.1246 -4.64048 0.0 0 | |||
M V30 106 C 15.9854 -3.50306 0.0 0 | |||
M V30 107 C 15.564 -5.05573 0.0 0 | |||
M V30 108 C 15.3291 -4.156 0.0 0 | |||
M V30 109 C 13.546 -8.04817 0.0 0 | |||
M V30 110 C 11.9372 -8.04664 0.0 0 | |||
M V30 111 C 12.7404 -7.58262 0.0 0 | |||
M V30 112 C 11.9366 -8.97732 0.0 0 | |||
M V30 113 C 13.5454 -8.98257 0.0 0 | |||
M V30 114 C 12.7371 -9.4423 0.0 0 | |||
M V30 115 C 13.6938 -6.92579 0.0 0 | |||
M V30 116 C 13.2789 -5.37137 0.0 0 | |||
M V30 117 C 13.935 -6.02712 0.0 0 | |||
M V30 118 C 12.3797 -5.61164 0.0 0 | |||
M V30 119 C 12.7911 -7.16703 0.0 0 | |||
M V30 120 C 12.1378 -6.50527 0.0 0 | |||
M V30 121 Cu 14.7335 -5.30263 0.0 0 CHG=1 | |||
M V30 122 C 9.01614 -2.46561 0.0 0 | |||
M V30 123 C 9.0145 -0.735305 0.0 0 | |||
M V30 124 C 8.51545 -1.59915 0.0 0 | |||
M V30 125 C 10.0154 -0.734634 0.0 0 | |||
M V30 126 C 10.0211 -2.46493 0.0 0 | |||
M V30 127 C 10.5155 -1.59563 0.0 0 | |||
M V30 128 C 10.4929 -3.29792 0.0 0 | |||
M V30 END ATOM | |||
M V30 BEGIN BOND | |||
M V30 1 1 1 2 | |||
M V30 2 1 2 3 | |||
M V30 3 1 2 4 | |||
M V30 4 1 2 5 | |||
M V30 5 1 6 7 | |||
M V30 6 1 7 8 | |||
M V30 7 1 7 9 | |||
M V30 8 1 7 10 | |||
M V30 9 2 13 11 | |||
M V30 10 2 14 12 | |||
M V30 11 1 11 15 | |||
M V30 12 1 12 13 | |||
M V30 13 2 15 16 | |||
M V30 14 1 16 14 | |||
M V30 15 2 18 17 | |||
M V30 16 1 12 19 | |||
M V30 17 1 17 13 | |||
M V30 18 2 19 20 | |||
M V30 19 1 20 18 | |||
M V30 20 1 15 21 | |||
M V30 21 2 21 22 | |||
M V30 22 1 22 23 | |||
M V30 23 1 23 24 | |||
M V30 24 2 24 25 | |||
M V30 25 1 25 21 | |||
M V30 26 1 23 26 | |||
M V30 27 2 29 27 | |||
M V30 28 2 30 28 | |||
M V30 29 1 27 31 | |||
M V30 30 1 28 29 | |||
M V30 31 2 31 32 | |||
M V30 32 1 32 30 | |||
M V30 33 2 35 33 | |||
M V30 34 2 36 34 | |||
M V30 35 1 33 37 | |||
M V30 36 1 34 35 | |||
M V30 37 2 37 38 | |||
M V30 38 1 38 36 | |||
M V30 39 1 32 39 | |||
M V30 40 1 34 39 | |||
M V30 41 1 30 40 | |||
M V30 42 1 36 41 | |||
M V30 43 1 40 42 | |||
M V30 44 2 44 42 | |||
M V30 45 2 45 43 | |||
M V30 46 1 42 46 | |||
M V30 47 1 43 44 | |||
M V30 48 2 46 47 | |||
M V30 49 1 47 45 | |||
M V30 50 1 40 48 | |||
M V30 51 2 50 48 | |||
M V30 52 2 51 49 | |||
M V30 53 1 48 52 | |||
M V30 54 1 49 50 | |||
M V30 55 2 52 53 | |||
M V30 56 1 53 51 | |||
M V30 57 1 41 54 | |||
M V30 58 2 56 54 | |||
M V30 59 2 57 55 | |||
M V30 60 1 54 58 | |||
M V30 61 1 55 56 | |||
M V30 62 2 58 59 | |||
M V30 63 1 59 57 | |||
M V30 64 1 41 60 | |||
M V30 65 2 62 60 | |||
M V30 66 2 63 61 | |||
M V30 67 1 60 64 | |||
M V30 68 1 61 62 | |||
M V30 69 2 64 65 | |||
M V30 70 1 65 63 | |||
M V30 71 8 11 66 | |||
M V30 72 8 66 25 | |||
M V30 73 8 66 41 | |||
M V30 74 8 66 40 | |||
M V30 75 2 69 67 | |||
M V30 76 2 70 68 | |||
M V30 77 1 67 71 | |||
M V30 78 1 68 69 | |||
M V30 79 2 71 72 | |||
M V30 80 1 72 70 | |||
M V30 81 2 74 73 | |||
M V30 82 1 68 75 | |||
M V30 83 1 73 69 | |||
M V30 84 2 75 76 | |||
M V30 85 1 76 74 | |||
M V30 86 1 71 77 | |||
M V30 87 2 77 78 | |||
M V30 88 1 78 79 | |||
M V30 89 1 79 80 | |||
M V30 90 2 80 81 | |||
M V30 91 1 81 77 | |||
M V30 92 2 84 82 | |||
M V30 93 2 85 83 | |||
M V30 94 1 82 86 | |||
M V30 95 1 83 84 | |||
M V30 96 2 86 87 | |||
M V30 97 1 87 85 | |||
M V30 98 2 90 88 | |||
M V30 99 2 91 89 | |||
M V30 100 1 88 92 | |||
M V30 101 1 89 90 | |||
M V30 102 2 92 93 | |||
M V30 103 1 93 91 | |||
M V30 104 1 87 94 | |||
M V30 105 1 89 94 | |||
M V30 106 1 85 95 | |||
M V30 107 1 91 96 | |||
M V30 108 1 95 97 | |||
M V30 109 2 99 97 | |||
M V30 110 2 100 98 | |||
M V30 111 1 97 101 | |||
M V30 112 1 98 99 | |||
M V30 113 2 101 102 | |||
M V30 114 1 102 100 | |||
M V30 115 1 95 103 | |||
M V30 116 2 105 103 | |||
M V30 117 2 106 104 | |||
M V30 118 1 103 107 | |||
M V30 119 1 104 105 | |||
M V30 120 2 107 108 | |||
M V30 121 1 108 106 | |||
M V30 122 1 96 109 | |||
M V30 123 2 111 109 | |||
M V30 124 2 112 110 | |||
M V30 125 1 109 113 | |||
M V30 126 1 110 111 | |||
M V30 127 2 113 114 | |||
M V30 128 1 114 112 | |||
M V30 129 1 96 115 | |||
M V30 130 2 117 115 | |||
M V30 131 2 118 116 | |||
M V30 132 1 115 119 | |||
M V30 133 1 116 117 | |||
M V30 134 2 119 120 | |||
M V30 135 1 120 118 | |||
M V30 136 8 67 121 | |||
M V30 137 8 121 81 | |||
M V30 138 8 121 96 | |||
M V30 139 8 121 95 | |||
M V30 140 1 26 122 | |||
M V30 141 2 124 122 | |||
M V30 142 2 125 123 | |||
M V30 143 1 122 126 | |||
M V30 144 1 123 124 | |||
M V30 145 2 126 127 | |||
M V30 146 1 127 125 | |||
M V30 147 1 126 128 | |||
M V30 148 1 79 128 | |||
M V30 END BOND | |||
M V30 END CTAB | |||
M END | |||
</chemform> | |||
====Investigations==== | ====Investigations==== | ||
{{#experimentlist:|form=Photocatalytic_CO2_conversion_experiments|name=Photocatalytic CO2 reduction and control experiments|importFile=}} | |||
====Sacrificial Electron Donor==== | ====Sacrificial Electron Donor==== | ||
In this study, the experiments were done with the sacrificial electron | In this study, the experiments were done with the sacrificial electron donor {{#moleculelink:|link=VDFIVJSRRJXMAU-UHFFFAOYSA-N|image=false|width=300|height=200}}. | ||
====Additives==== | ====Additives==== | ||
In this study, {{#moleculelink:|link=GSEJCLTVZPLZKY-UHFFFAOYSA-N|image=false|width=300|height=200}} was used as a proton donor. For one experiment, {{#moleculelink:|link=GETQZCLCWQTVFV-UHFFFAOYSA-N|image=false|width=300|height=200}} was employed instead. The catalyst {{#moleculelink:|link=YZGSKMIIVMCEFE-UHFFFAOYSA-N|image=false|width=300|height=200}} was used for a control experiment.[[Category:Publication]] |
Latest revision as of 09:07, 16 April 2024
Abstract[edit | edit source]
Summary[edit | edit source]
A photochemical reduction of CO2 was shown using the nickel catalyst Ni(cyclam)Cl2 and the copper-based photosensitizers 100906, 100907, 100908 and100909. Turnover numbers (TONs) of 8.1 for CO were reached in acetonitrile/TEOA for complex 100908 after 4 hours. Employing the other synthesized photosensitizers 100906, 100907 or 100909, TONs of 4.3 to 4.9 were obtained. The experiments were conducted under visible-light irradiation (λ = 420 nm) using BIH as sacrificial electron donor (see section SEDs below).
Advances and special progress[edit | edit source]
The first example of Cu(I)-based photosensitizers used for photocatalytic CO2 reduction in combination with Ni(cyclam)Cl2 was successfully reported, demonstrating the usability of a fully noble-metal free CO2 reduction system. The TONs are consistent with previously reported results on noble-metal based photosensitizers.
Additional remarks[edit | edit source]
The developed heteroleptic photosensitizer complexes showed a high stability in acetonitrile and no ligand release or formation of the homoleptic complexes was detected in UV/Vis stability studies.
Content of the published article in detail[edit | edit source]
The article contains results for the reduction of CO2 to CO under visible-light catalysis using a nickel complex as catalyst and copper-based photosensitizers. The catalytic system performs best (referring to the TON of CO production) in acetonitrile/TEOA with photosensitizer 100908.
Catalysts[edit | edit source]
Photosensitizers[edit | edit source]
Investigations[edit | edit source]
cat | cat conc [µM] | PS | PS conc [mM] | e-D | e-D conc [M] | solvent A | . | . | . | . | λexc [nm] | . | TON CO | . | |
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
1. | 0.1 | 1 | 0.02 | 420 nm (4 x 8 W) | 4.3 | ||||||||||
2. | 0.1 | 1 | 0.02 | 420 nm (4 x 8 W) | 4.9 | ||||||||||
3. | 0.1 | 1 | 0.02 | 420 nm (4 x 8 W) | 8.1 | ||||||||||
4. | 0.1 | 1 | 0.02 | 420 nm (4 x 8 W) | 4.6 | ||||||||||
5. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | 2.6 | ||||||||||
6. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | 3.5 | ||||||||||
7. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | 5.0 | ||||||||||
8. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | 1.8 | ||||||||||
9. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | 2.8 | ||||||||||
10. | 1 | 0.01 | 420 nm (4 x 8 W) | ||||||||||||
11. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | |||||||||||
12. | 0.1 | 1 | 420 nm (4 x 8 W) | ||||||||||||
13. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | |||||||||||
14. | 0.1 | 0.01 | 420 nm (4 x 8 W) | ||||||||||||
15. | 0.1 | 1 | 0.01 | dark | |||||||||||
16. | 0.1 | 1 | 0.01 | 420 nm (4 x 8 W) | |||||||||||
17. | 0.1 | 1 | 0.02 | 420 nm (4 x 8 W) | 7.3 | ||||||||||
18. | 0.1 | 1 | 0.02 | 420 nm (4 x 8 W) | 6.5 |
Sacrificial Electron Donor[edit | edit source]
In this study, the experiments were done with the sacrificial electron donor BIH.
Additives[edit | edit source]
In this study, TEOA was used as a proton donor. For one experiment, N(Me)3 was employed instead. The catalyst [Cu(ACN)4][BF4] was used for a control experiment.
Investigations
- Photocatalytic CO2 reduction and control experiments (Molecular process, Photocatalytic CO2 conversion experiments)