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Issue 34, 2019
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Noncovalent interactions in the design of bis-azo dyes

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Abstract

A series of new (1E,1′E)-2,2′-((perfluoro-1,4-phenylene)bis(2,2-dichloroethene-1,1-diyl))bis(1-(para-substituted phenyl)diazenes) have been synthesized via CuCl catalyzed olefination of the corresponding Schiff bases with CCl4 in the presence of tetramethylethylenediamine (TMEDA) in DMSO. Cl⋯O and Cl⋯F types of halogen bonds were found in these bis-azo dyes, which depend on the electron-donating or -accepting properties of the para-substituent (–OCH3, –CH3, –H, –F) of the azoaromatic ring. DFT calculations demonstrate that noncovalent interactions play a significant role in the stabilization of the intermolecular networks of the structures under study.

Graphical abstract: Noncovalent interactions in the design of bis-azo dyes

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Article information


Submitted
19 Jun 2019
Accepted
25 Jul 2019
First published
25 Jul 2019

CrystEngComm, 2019,21, 5032-5038
Article type
Communication

Noncovalent interactions in the design of bis-azo dyes

N. Q. Shikhaliyev, M. L. Kuznetsov, A. M. Maharramov, A. V. Gurbanov, N. E. Ahmadova, V. G. Nenajdenko, K. T. Mahmudov and A. J. L. Pombeiro, CrystEngComm, 2019, 21, 5032
DOI: 10.1039/C9CE00956F

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