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新型含取代乙烯基香豆素衍生物的合成及其光学性能
引用本文:邹汉勋,汪凌云,叶德成,曹德榕. 新型含取代乙烯基香豆素衍生物的合成及其光学性能[J]. 合成化学, 2012, 20(3): 271-275
作者姓名:邹汉勋  汪凌云  叶德成  曹德榕
作者单位:华南理大学化学与化工学院,广东广州,510640
基金项目:国家自然科学基金资助项目,中央高校基本科研业务费资助项目
摘    要:利用Perkin反应和Wittig反应设计并合成了两个新型的香豆素衍生物——3-(4’-溴苯基)-7-(N-辛基-3’-溴咔唑-6’-乙烯基)香豆素(6a)和3-(4’-溴苯基)-7-(4’-甲氧基苯基-1’-乙烯基)香豆素(6b),其结构经UV,1H NMR,IR,MS和荧光光谱表征。研究结果表明,6a和6b具有荧光强度大和Stokes位移(分别为115 nm和122 nm)大的特点。

关 键 词:香豆素  Perkin反应  Wittig反应  合成  光学性能

Synthesis of Novel Coumarin Derivatives Containing Substituted Vinyl Moieties and Their Optical Properties
ZOU Han-xun , WANG Ling-yun , YE De-cheng , CAO De-rong. Synthesis of Novel Coumarin Derivatives Containing Substituted Vinyl Moieties and Their Optical Properties[J]. Chinese Journal of Synthetic Chemistry, 2012, 20(3): 271-275
Authors:ZOU Han-xun    WANG Ling-yun    YE De-cheng    CAO De-rong
Affiliation:(School of Chemistry and Chemical Engineering, South China University of Technology,Guangzhou 510640,China)
Abstract:Two novel long conjugated coumarin derivatives,3-(4′-bromophenyl)-7-(N-octyl-3′-bromocarbazole-6′-vinyl)coumarin(6a) and 3-(4′-bromophenyl)-7-4′-methoxyphenyl-1′-vinyl)coumarin(6b),were synthesized by Perkin reaction between 4-methyl-salicylaldehyde with 4-bromo-phenylacetic acid to form coumarin ring,followed by constructing the long congjugated system using Wittig Reaction between coumarin phosphonium salt and aromatic aldehydes.The structures were characterized by UV,1H NMR,IR,MS and fluorescence spectra.The results showed that 6a and 6b exhibited good optical properties with strong fluorescent intensity and large Stokes shift.
Keywords:coumarin  Perkin reaction  Wittig reaction  synthesis
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