Synthesis of heterocyclic naphthoquinone derivatives as potent organic fluorescent switching molecules

Abstract

Quinone is well known molecules for not only in the biological applications but which includes electrochemical and fluorescent applications too. In this paper we attempted to synthesize a series of 2-(4-amino-benzosulfonyl)-5H-benzo[b]carbazole-6,11-dione derivatives and these set of compounds were studied for their fluorescent switching properties. The title compounds were synthesized via Michael-like addition and followed by intramolecular CC coupling. These compounds were studied for their fluorescent switching properties by using UV–vis, photoluminescence and cyclic voltagram techniques. Among all the molecules studied for their fluorescent switching properties the compounds 4a and 6a exhibited good fluorescent switching properties due to the presence of poor and strong electron withdrawing functional groups in the fourth position at the fluorophoric unit. All the synthesized compounds exhibited good fluorescent switching properties which were studied and confirmed by UV–vis, photoluminescence (PL) and cyclic voltagram (CV) techniques.