Noncovalent interactions in the design of bis-azo dyes. Issue 34 (2nd August 2019)

• Record Type: Journal Article
• Authors: Shikhaliyev, Namiq Q.; Kuznetsov, Maxim L.; Maharramov, Abel M.; Gurbanov, Atash V.; Ahmadova, Nigar E.; Nenajdenko, Valentine G.; Mahmudov, Kamran T.; Pombeiro, Armando J. L.
• Is Part Of: CrystEngComm. Volume 21:Issue 34(2019)
• Page Start: 5032
• Page End: 5038
• Publication Date: 2019-08-02
• Subjects: Crystals -- Periodicals; Crystal growth -- Periodicals; Crystallography -- Periodicals; Cristaux -- Périodiques; Cristaux -- Croissance -- Périodiques; Cristallographie -- Périodiques; 548
• DOI: 10.1039/c9ce00956f
• Languages: English
• ISSNs: 1466-8033

Abstract

Abstract : A perfluorinated aromatic link was used as a synthon in the design of bis-azo dyes. Abstract : A series of new (1 E, 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.