Transfer semihydrogenation of alkynes catalyzed by a zero-valent palladium N-heterocyclic carbene complex

被引:156
|
作者
Hauwert, Peter [1 ]
Maestri, Giovanni [2 ]
Sprengers, Jeroen W. [1 ]
Catellani, Marta [2 ]
Elsevier, Cornelis J. [1 ]
机构
[1] Univ Amsterdam, Vant Hoff Inst Mol Sci, NL-1018 WV Amsterdam, Netherlands
[2] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
关键词
alkynes; carbene ligands; hydrogen transfer; hydrogenation; palladium;
D O I
10.1002/anie.200705638
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Beyond Lindlar and without hydrogen: Transfer hydrogenation of internal alkynes catalyzed by a palladium(0) catalyst containing an N-heterocyclic carbene ligand gives Z alkenes without over-reduction to alkanes (see scheme). Contrary to most transfer hydrogenations, ketones are not reduced. As such, this is the first catalyst that shows excellent stereo- and chemo-selectivity for the semihydrogenation of alkynes without the need for hydrogen gas. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3223 / 3226
页数:4
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