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

被引：0

作者：

Babür, Banu ^{[1
]}

Seferoʇlu, Nurgül ^{[2
]}

Aktan, Ebru ^{[1
]}

Hökelek, Tuncer ^{[3
]}

Şahin, Ertan ^{[4
]}

Seferoʇlu, Zeynel ^{[1
]}

机构：

[1] Gazi University, Department of Chemistry, Ankara

[2] Gazi University, Advanced Technologies, Ankara

[3] Hacettepe University, Department of Physics, Ankara

[4] Atatürk University, Department of Chemistry, Erzurum

来源：

Journal of Molecular Structure | 2015年 / 1081卷

关键词：

Azo dyes; Azo-hydrazone tautomers; Crystal structures; DFT calculations; Phenylazoindole dyes;

D O I：

10.1016/j.molstruc.2014.09.082

中图分类号：

学科分类号：

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 1H/13C NMR spectroscopic techniques. Five of these dyes (I, I′, II′, III and III′) 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. © 2014 Elsevier B.V. All rights reserved.

引用

页码：175 / 181

页数：6