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Transfer Semihydrogenation of Alkynes Catalyzed by a Zero‐Valent Palladium N‐Heterocyclic Carbene Complex
Author(s) -
Hauwert Peter,
Maestri Giovanni,
Sprengers Jeroen W.,
Catellani Marta,
Elsevier Cornelis J.
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705638
Subject(s) - carbene , chemoselectivity , catalysis , palladium , chemistry , ligand (biochemistry) , hydrogen , combinatorial chemistry , medicinal chemistry , organic chemistry , photochemistry , biochemistry , receptor
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 chemoselectivity for the semihydrogenation of alkynes without the need for hydrogen gas.