Synthetic aspects of carbazole containing porphyrins and porphyrinoids

Abstract

Porphyrins are tetrapyrrolic aromatic macrocycles and ubiquitous in nature. They are excellent dyes with strong absorption in the visible region (400–700 nm) and they exhibit decent fluorescence in the red region (620–900 nm). Carbazole is a nitrogen-containing electron rich aromatic heterocycle which can be linked to porphyrins and other chromophores. This review provides an overview of the different synthetic strategies that have been employed to prepare carbazole-substituted porphyrins and carbazole-fused porphyrinoids and similar systems. It also shows that how the substitution of carbazole occurs on the porphyrin core can alter its optical and electronic features. Introduction of carbazole moieties in the porphyrin ring resulted in fused porphyrinoids with changed aromaticity and significantly altered electronic features of the molecules.