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新型 1-二茂铁基-2-(3-苯基-1H-1,2,4-三唑-5-基硫代)乙酮衍生物的合成、X 射线晶体结构和光学性质。

The synthesis, X-ray crystal structure and optical properties of novel 1-ferrocenyl-2-(3-phenyl-1H-1,2,4-triazol-5-ylthio)ethanone derivatives.

机构信息

Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2010 Sep 1;76(5):531-6. doi: 10.1016/j.saa.2010.04.019. Epub 2010 Apr 22.

DOI:10.1016/j.saa.2010.04.019
PMID:20452271
Abstract

A series of novel 1-ferrocenyl-2-(3-phenyl-1H-1,2,4-triazol-5-ylthio)ethanone derivatives was synthesized by the reaction of 3-substituted-1H-1,2,4-triazole-5-thiol and chloroacetyl ferrocene in the presence of sodium hydride and potassium iodide at reflux. The structures of the new compounds were determined by IR and (1)H NMR spectroscopy and HRMS. The structure of compound 5c was established by X-ray crystallography. UV-vis absorption and fluorescence spectra were recorded in ethanol and dichloromethane. The results showed that compounds 5a-g display similar absorptions ranging from 300 to 500nm and maximal emission bands are about 566nm. The intensity of fluorescence and maximal emission bands are dependent on the groups bonded to triazole rings.

摘要

一系列新型 1-二茂铁基-2-(3-苯基-1H-1,2,4-三唑-5-基硫代)乙酮衍生物是通过 3-取代-1H-1,2,4-三唑-5-硫醇和氯乙酰基二茂铁在氢化钠和碘化钾存在下回流反应合成的。新化合物的结构通过 IR 和 (1)H NMR 光谱和高分辨质谱确定。化合物 5c 的结构通过 X 射线晶体学确定。在乙醇和二氯甲烷中记录了紫外-可见吸收和荧光光谱。结果表明,化合物 5a-g 显示出相似的吸收,范围从 300 到 500nm,最大发射带约为 566nm。荧光强度和最大发射带的强度取决于与三唑环键合的基团。

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