Journal
ORGANIC LETTERS
Volume 6, Issue 17, Pages 2937-2940Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol048993j
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A family of tunable precatalysts Ru(4,4'-BINAP)(chiral diamine)Cl-2 was synthesized and used for highly enantioselective hydrogenation of aromatic ketones. This result differs from previous chiral diphosphines that rely on the bis(xylyl)phosphino groups to control enantioselectivity. An X-ray structural study reveals that the bulky substituents on the 4,4'-positions of BINAP can effectively create a suitable chiral pocket in the transition state and thus provide a new mechanism for the enantiocontrol in such a remarkable asymmetric catalytic process.
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