Abstract
New N‐Alkyl‐substituted imidazolium salts as well as a series of their corresponding [Pd(NHC)(MA)2] complexes have been obtained by three routes in good yield. The previously reported synthesis for the analogous N‐aryl substituted [Pd(NHC)(MA)2] complexes has been improved. The N‐alkyl‐substituted [Pd(NHC)(MA)2] complexes are thermally more labile than their N‐aryl counterparts. Catalytic transfer semi‐hydrogenation of phenylpropyne resulted in good to excellent chemo‐ and stereo‐ selectivity conversion into (Z)‐phenylpropene. The size of the alkyl substituents correlates with the rate of hydrogenation in the sense that more bulky substituents give rise to faster transfer hydrogenation rates. Copyright © 2012 John Wiley & Sons, Ltd.
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