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Palladium(0) pre‐catalysts with heteroditopic NHC–amine ligands by transmetallation from their silver(I) complexes
Author(s) -
Warsink Stefan,
Hauwert Peter,
Siegler Maxime A.,
Spek Anthony L.,
Elsevier Cornelis J.
Publication year - 2009
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1501
Subject(s) - chemistry , transmetalation , carbene , palladium , denticity , catalysis , amine gas treating , medicinal chemistry , polymer chemistry , combinatorial chemistry , organic chemistry , crystal structure
The synthesis of an air‐stable series of Pd 0 complexes with dissymmetric bidentate N ‐heterocyclic carbene–amine ligands has been performed. The key step is an unprecedented carbene transfer from Ag I to obtain electron‐rich zero‐valent palladium precatalysts. The coordination behavior of the ligands was determined with X‐ray crystallography. Surprising results were obtained in the catalysis of transfer semi‐hydrogenation, where the addition of base appeared not to be necessary to obtain the desired product stereoselectively. Copyright © 2009 John Wiley & Sons, Ltd.