Synthesis of carbazole-based hetero-core-modified porphyrins?
Organic & Biomolecular Chemistry Pub Date: 2014-02-18 DOI: 10.1039/C3OB42564A
Abstract
Cu(I)-mediated annulation reaction of a 1,1′-(1,3-butadiyne)-8,8′-(2,5-thiophene)-bridged carbazole dimer 10 with amines provided the N-substituted carbazole-based isophlorines 11a–11c. A similar annulation reaction with selenium in the presence of hydrazine monohydrate afforded hetero-core-modified isophlorine 12. The oxidation of 12 generated the corresponding 21-selena-23-thiaporphyrin 13, which exhibited NIR absorption. The intramolecular charge transfer from Se to S was confirmed by the 1H NMR results along with DFT calculations.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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