Phenylazoindole dyes 3: Determination of azo-hydrazone tautomers of new phenylazoindole dyes in solution and solid state

被引：0

作者：

Babur, Banu ^{[1
]}

Seferoglu, Nurgul ^{[2
]}

Aktan, Ebru ^{[1
]}

Hokelek, Tuncer ^{[3
]}

Sahin, Ertan ^{[4
]}

Seferoglu, Zeynel ^{[1
]}

机构：

[1] Gazi Univ, Dept Chem, TR-06500 Ankara, Turkey

[2] Gazi Univ, TR-06500 Ankara, Turkey

[3] Hacettepe Univ, Dept Phys, TR-06800 Ankara, Turkey

[4] Ataturk Univ, Dept Chem, Erzurum, Turkey

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2015年 / 1081卷

关键词：

Azo dyes; Phenylazoindole dyes; Azo-hydrazone tautomers; Crystal structures; DFT calculations; SPECTROSCOPIC PROPERTIES; AZOBENZENE; ABSORPTION; N-15-NMR; SPECTRA; ACID; NMR;

D O I：

10.1016/j.moistruc.2014.09.082

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new two series of phenylazo indole dyes was synthesized and the structures of the dyes were confirmed by UV vis, FT-IR, HRMS and H-1/C-13 NMR spectroscopic techniques. Five of these dyes (I, I', II', HI and were also characterized in solid state by using single crystal X-ray diffraction studies besides other spectroscopic techniques. The geometries of the azo and hydrazone tautomeric forms of the dyes were optimized by using Density Functional Theory (DFT). In addition, the effects of the donor and acceptor groups on the azo and hydrazone forms of the dyes were evaluated experimentally and theoretically. The results indicate that the phenylazoindole dyes derived from 2-phenyl indole as coupling component exist as azo form in solution, gas phase and solid state. (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：175 / 181

页数：7

共 39 条

[31] Phenylazoindole dyes - Part I: The syntheses, characterizations, crystal structures, quantum chemical calculations and antimicrobial properties [J].