Poly(N-heterocyclic-carbene)s and their CO2Adducts as Recyclable Polymer-Supported Organocatalysts for Benzoin Condensation and Transesterification Reactions
作者： Julien Pinaud , Joan Vignolle , Yves Gnanou , Daniel Taton
DOI: 10.1021/MA1024285
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摘要: The synthesis of poly(N-heterocyclic carbene)s, denoted poly(NHC)s, and their poly(NHC−CO2) adducts for a use in organocatalysis is described. Poly(NHC)s were readily obtained three-step sequence reactions, involving i) the free-radical polymerization ionic liquid monomers, that is, 1-vinyl-3-alkylimidazolium-type monomers with bromide (Br−) as counteranion, followed by ii) anion exchange Br− bis(trifluoromethanesulfonyl)imide (−NTf2), poly(1-vinyl-3-alkylimidazolium bromide) precursors, affording bis(trifluoromethanesulfonyl)imide) derivatives, iii) deprotonation latter polymeric liquids strong base. Carbon dioxide (CO2) was found to reversibly react poly(NHC)s forming relatively air-stable thermolabile adducts. Both used polymer-supported organic catalysts precatalysts, respectively, transesterification benzoin condensation reactions und...
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