Enhanced Activity of the Tail-to-tail Dimerization of Michael Acceptors Catalyzed by N-Heterocyclic Carbene and Subsequent Polymer Synthesis from the Resulting Dimers

被引:4
|
作者
Kawai, Hiroki [1 ]
Fukumoto, Aoi [1 ]
Matsuoka, Shin-ichi [1 ]
Suzuki, Masato [1 ]
机构
[1] Nagoya Inst Technol, Grad Sch Engn, Dept Life Sci & Appl Chem, Showa Ku, Gokiso Cho, Nagoya, Aichi 4668555, Japan
关键词
Tail-to-tail dimerization; N-Heterocyclic carbene; Polyester; PROTON-TRANSFER POLYMERIZATION; RING-OPENING POLYMERIZATION; TRANSITION-METAL CATALYSIS; METHYL ACRYLATE; SELECTIVE DIMERIZATION; UMPOLUNG; METHACRYLATE; RUTHENIUM(0); ACTIVATION; COMPLEXES;
D O I
10.1246/cl.190097
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, the efficiency of tail-to-tail dimerization of Michael acceptors catalyzed by N-heterocyclic carbene has been significantly improved. By increasing the reaction temperature to 200 degrees C, turnover number (TON) values of 146 and 185 were achieved for the dimerization of n-butyl and allyl methacrylates, respectively. Glycidyl methacrylate also underwent the dimerization without ring-opening of the epoxy group. The polymer synthesis from the resulting dimers was also demonstrated through transesterification polycondensation and thiol-ene "click" polyaddition.
引用
收藏
页码:558 / 561
页数:4
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