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噻吩功能化的八极三吲哚:合成与光物理性质。

Thiophene-functionalized octupolar triindoles: synthesis and photophysical properties.

机构信息

College of Science, Northwest A&F University, Yangling 712100, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Oct;96:1020-4. doi: 10.1016/j.saa.2012.08.008. Epub 2012 Aug 19.

DOI:10.1016/j.saa.2012.08.008
PMID:22947648
Abstract

Two thiophene-functionalized octupolar triindole molecules were synthesized through Suzuki and Sonogashira cross-coupling reactions. Their photophysical and electrochemical properties were explored. The spectroscopic data demonstrate that triindole is an excellent rich electronic central donor for building octupolar optoelectronic molecules and possesses excellent luminescent properties. Thiophenylethynyl substituted triindole compound 3,8,13-tri(2-thiophenylethynyl)-5,10,15-tributyltriindole forms an intermolecular aggregation induced by π-π stacking from the rigid coplanar molecular scaffold. The redox curves and results of theoretical calculation imply that the two compounds have low ionization potential and low E(1/2 oxd), which may be originated from the high electronic density of both triindole and thiophene groups.

摘要

通过 Suzuki 和 Sonogashira 交叉偶联反应合成了两个噻吩功能化的八极三吲哚分子。研究了它们的光物理和电化学性质。光谱数据表明,三吲哚是构建八极光电分子的优良富电子中心供体,具有优异的发光性能。噻吩基乙炔基取代的三吲哚化合物 3,8,13-三(2-噻吩基乙炔基)-5,10,15-三丁基三吲哚,由于刚性共面分子支架的 π-π 堆积,形成了分子间的聚集诱导。氧化还原曲线和理论计算结果表明,这两个化合物具有低的电离势和低的 E(1/2 oxd),这可能源于三吲哚和噻吩基团的高电子密度。

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