Gazi University, Department of Chemistry, 06500 Ankara, Turkey.
Spectrochim Acta A Mol Biomol Spectrosc. 2013 Sep;113:314-24. doi: 10.1016/j.saa.2013.04.081. Epub 2013 May 14.
In this study, the synthesis of four new phenylazo indole dyes (dye 1-4) were carried out by diazotization of 4-aminoacetophenone and coupling with various 2- and 1,2-disubstituted indole derivatives. The dyes were characterized by UV-vis, FT-IR, (1)H NMR, HRMS and X-ray single crystal diffraction methods. Azo-hydrazone tautomeric bahavior of the dyes in different solvents (DMSO, methanol, acetic acid and chloroform) was investigated by using (1)H NMR and UV-vis results. The experimental results were compared with the corresponding calculated values. The results of experimental data and theoretical calculations showed that the azo tautomer is more stable than hydrazone tautomer. In addition to this, the antimicrobial activity of the dyes was also evaluated.
在这项研究中，通过对 4-氨基苯乙酮进行重氮化反应，并与各种 2-和 1,2-取代的吲哚衍生物偶联，合成了四种新型的苯基偶氮吲哚染料（染料 1-4）。通过紫外可见光谱、傅里叶变换红外光谱、（1）H 核磁共振谱、高分辨质谱和 X 射线单晶衍射方法对染料进行了表征。通过（1）H NMR 和紫外可见光谱结果研究了染料在不同溶剂（DMSO、甲醇、乙酸和氯仿）中的偶氮-腙互变异构行为，并将实验结果与相应的计算值进行了比较。实验数据和理论计算结果表明，偶氮互变异构体比腙互变异构体更稳定。此外，还评估了染料的抗菌活性。
