Iridium(III) hydride complexes for the catalytic enantioselective hydrogenation of imines

Journal Article · Wed Dec 05 04:00:00 EST 1990 · Journal of the American Chemical Society; (United States)

DOI:https://doi.org/10.1021/ja00181a056· OSTI ID:5955383

Ng Cheong Chan, Y; Osborn, J A ^[1]

---

1. Univ. Louis Pasteur, Strasbourg (France)

Considerable research during the past 20 years has produced remarkable catalysts based on Rh and Ru for enantioselective homogeneous hydrogenation of olefins and ketones where in many cases optical yields > 95% have been observed. On the other hand, few publications have appeared that deal with asymmetric hydrogenation of the C{double bond}N bond of imines to form chiral amines, the greatest success having been obtained by using in situ mixtures of M/chiral diphosphine/X (M = Rh{sup I} or Ir{sup I}, X = NEt{sub 3} or halide) but the nature and the mechanism of action of the catalyst is not well-defined. The authors report herein the discovery of a new class of iridium(III)-diphosphine-monohydrido complexes that are effective for asymmetric reduction of prochiral imines to the corresponding amine with high turnover numbers and moderate to good enantioselectivity.

• OSTI ID: 5955383
• Journal Information: Journal of the American Chemical Society; (United States), Journal Name: Journal of the American Chemical Society; (United States) Vol. 112:25; ISSN 0002-7863; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
AMINES
CATALYTIC EFFECTS
CHEMICAL PREPARATION
CHEMICAL REACTIONS
COMPLEXES
DIMERS
ELEMENTS
HYDRIDES
HYDROGEN
HYDROGEN COMPOUNDS
HYDROGENATION
IMINES
IRIDIUM COMPLEXES
IRIDIUM COMPOUNDS
IRIDIUM HYDRIDES
MONOMERS
NONMETALS
OPTICAL ACTIVITY
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHOSPHINES
PHOSPHORUS COMPOUNDS
REFRACTORY METAL COMPOUNDS
STEREOCHEMISTRY
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS