Synthesis of novel regioisomeric phenanthro[a]phenazine derivatives through the SNAr strategy and their self-assembly into columnar phases

Please use this identifier to cite or link to this item: http://hdl.handle.net/2289/7759

Title:	Synthesis of novel regioisomeric phenanthro[a]phenazine derivatives through the SNAr strategy and their self-assembly into columnar phases
Authors:	Patra, Alakananda Swamynathan, K. Kumar, Sandeep
Issue Date:	Mar-2021
Publisher:	Royal Society of Chemistry
Citation:	New Journal of Chemistry, 2021, Vol. 45, pp 4185-4194
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 SNAr 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 SNAr strategy for functionalizing diverse π-conjugated systems for various applications.
Description:	Restricted Access.
URI:	http://hdl.handle.net/2289/7759
ISSN:	1144-0546
Alternative Location:	https://doi.org/10.1039/D0NJ05042C
Copyright:	2021 Royal Society of Chemistry
Appears in Collections:	Research Papers (SCM)

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