Synthesis of novel regioisomeric phenanthro[a]phenazine derivatives through the SNAr strategy and their self-assembly into columnar phases. (16th February 2021)

• Record Type: Journal Article
• Authors: Patra, Alakananda; Swamynathan, K.; Kumar, Sandeep
• Is Part Of: New journal of chemistry. Volume 45:Number 9(2021)
• Page Start: 4185
• Page End: 4194
• Publication Date: 2021-02-16
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d0nj05042c
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Synthesis and characterization of novel discotic liquid crystalline regioisomers for optoelectronic applications. Abstract : The cyclocondensation reaction of triphenylene-1, 2-diquinone with 1, 2-diamino-4-nitrobenzene results in two regioisomers, and is succeeded by a nucleophilic substitution reaction with alkyl mercaptans. The synthesis of unsymmetrically substituted phenazines, separation and characterization of their regioisomers are rare in discotic liquid crystal chemistry. Here, we report for the first time the synthesis of two regioisomers of phenanthro[ a ]phenazine via a simple SN Ar substitution reaction. Separation of these regioisomers was achieved successfully via column chromatography and they were well characterized by spectroscopic analysis. Both the regioisomers were found to be mesomorphic. This study throws a lot of light on the SN Ar strategy for functionalizing diverse π-conjugated systems for various applications.