Organocatalytic, Regioselective Nucleophilic "Click" Addition of Thiols to Propiolic Acid Esters for Polymer-Polymer Coupling

被引:116
作者
Truong, Vinh X. [1 ]
Dove, Andrew P. [1 ]
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
基金
英国生物技术与生命科学研究理事会;
关键词
alkines; click chemistry; polymers; regioselectivity; thiols; FREE-RADICAL ADDITION; ENE CLICK; YNE ADDITION; CHEMISTRY; ACETYLENES; HYDROGELS; EFFICIENT;
D O I
10.1002/anie.201209239
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Discerning Tastes: The regioselectivity of the nucleophilic addition of thiols to electron-deficient alkynes is controlled by the choice of the solvent (i.e. the polarity of the reaction mixture) and the catalyst. Both thioalkenes and dithianes can be prepared in a rapid reaction that generates no by-products (see scheme). In turn the utility of this reaction is shown for efficient end-group modification of polymers. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4132 / 4136
页数:5
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