Issue 5, 2013
From the journal:

RSC Advances

Intermolecular charge transfer facilitated synthesis and spectral characterization of Schiff bases of a weak nucleophile 2,3-diamino-1,4-naphthoquinone†

Angupillai Satheshkumara  and  Kuppanagounder P. Elango*a  

* Corresponding authors

a Department of Chemistry, Gandhigram Rural Institute (Deemed University), Gandhigram, 624 302, India
E-mail: drkpelango@rediffmail.com
Fax: +91 451 2454466

Abstract

A new synthetic protocol for the formation of novel Schiff bases between a weak nucleophile, 2,3-diamino-1,4-naphthoquinone and aldehydes has been developed with addition of hexamethylbenzene (HMB). The driving force for the reaction is the intermolecular CT interaction between HMB and DANQ resulting in enhancement of nucleophilicity as evidenced from spectral and ab initio calculations. The structure of the compounds was confirmed by UV-vis, IR, 1H NMR, 13C NMR and elemental analysis. The advantages of this procedure are mild reaction conditions, high yield of products, operational simplicity and easy work-up procedures.

Graphical abstract: Intermolecular charge transfer facilitated synthesis and spectral characterization of Schiff bases of a weak nucleophile 2,3-diamino-1,4-naphthoquinone

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Article information

DOI
https://doi.org/10.1039/C2RA21372A
Article type
Paper
Submitted
06 Jul 2012
Accepted
17 Nov 2012
First published
21 Nov 2012

RSC Adv., 2013,3, 1502-1508

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Intermolecular charge transfer facilitated synthesis and spectral characterization of Schiff bases of a weak nucleophile 2,3-diamino-1,4-naphthoquinone

A. Satheshkumar and K. P. Elango, RSC Adv., 2013, 3, 1502 DOI: 10.1039/C2RA21372A

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