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Phosphine‐Free Cp*Ru(Diamine) Catalysts in the Hydrogenation of Imines
Author(s) -
Cheruku Pradeep,
Church Tamara L.,
Andersson Pher G.
Publication year - 2008
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200800182
Subject(s) - diamine , imine , catalysis , phosphine , amine gas treating , ruthenium , chemistry , enantiomeric excess , asymmetric hydrogenation , noyori asymmetric hydrogenation , organic chemistry , aryl , medicinal chemistry , polymer chemistry , enantioselective synthesis , alkyl
We previously reported the phosphine‐free Cp*Ru(diamine)‐catalyzed hydrogenation of aryl methyl ketones. Herein we present the first report of ruthenium–diamine‐catalyzed imine hydrogenation to form amines. The most effective catalyst, I /KO t Bu, completely converted several imines to amines at room temperature. The effect of electron‐donating and ‐withdrawing groups on the reaction was investigated using a suitable series of substrates. The asymmetric version of the reaction was studied for two substrates, and the chiral amine products could be obtained in moderate enantiomeric excess.