Silver(I)-carbene complexes/ionic liquids:: Novel N-heterocyclic carbene delivery agents for organocatalytic transformations

被引:96
作者
Sentman, AC
Csihony, S
Waymouth, RM [1 ]
Hedrick, JL
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
[2] IBM Almaden Res Ctr, San Jose, CA 95120 USA
关键词
D O I
10.1021/jo048555q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Heterocyclic carbene (NHC) complexes with silver were investigated as sources of unsaturated NHC carbene catalysts via thermal decomposition. The NHC complex (1-ethyl-3-methylimidazol-2-ylidene)silver(I) chloride is an ionic liquid, and was found to catalyze the ring-opening polymerization of lactide at elevated temperatures to give narrowly dispersed polylactide of predictable molecular weight. Silver-carbene complexes can also be used for the catalysis of small molecule transesterification reactions. Thermolysis of the silver complexes in the presence of CS2 yielded the zwitterionic CS2 adducts of the carbene, implicating the intermediacy of the free carbene in these reactions.
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收藏
页码:2391 / 2393
页数:3
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