One-Pot Synthesis of Linearly Fused N-Heterocyles from Their Angular Analogues and Studies of Their Redox and Electrochromic Properties

Abstract

In an unusual chemical transformation, the angular heterocyclic compound [1]ClO(4), upon reaction with a primary aromatic amine, is transformed to a linear heterocyclic compound 3 via the angular intermediate [2]ClO(4) in one pot. Characterization of the compounds was primarily achieved by (1)H and (13)C NMR and mass spectral data. Analyses of single-crystal X-ray structures of the representative compounds confirmed their identities. These compounds exhibit notable spectral and redox properties. Their redox behavior is followed by spectral characterization of the electro-generated radicals. Electrochromic properties of the reference compounds are also explored.