17373-17-0Relevant articles and documents
Crystal Structural Study on 2:1 Complexes of Equatorial Isomers of 3,5-Dimethylcyclohexanone and 3,5-Dimethylcyclohexanol with 1,1,6,6-Tetraphenylhexa-2,4-diyne-1,6-diol
Toda, Fumio,Tanaka, Koichi,Kai, Akihiro,Tanaka, Naoki,Tsugiyama, Yuko,et al.
, p. 1375 - 1378 (1988)
Selective inclusion of the diequatorial isomer of 3,5-dimethylcyclohexanone and the triequatorial isomer of 3,5-dimethylcyclohexanol by 1,1,6,6-tetraphenylhexa-2,4-diyne-1,6-diol was observed.The crystal structure of these complexes was studied.
Highly chemoselective catalytic hydrogenation of unsaturated ketones and aldehydes to unsaturated alcohols using phosphine-stabilized copper(I) hydride complexes
Chen, Jian-Xin,Daeuble, John F.,Brestensky, Donna M.,Stryker, Jeffrey M.
, p. 2153 - 2166 (2007/10/03)
A base metal hydrogenation catalyst composed of the phenyldimethylphosphine-stabilized copper(I) hydride complex provides for the highly chemoselective hydrogenation of unsaturated ketones and aldehydes to unsaturated alcohols, including the regioselective 1,2-reduction of α,β- unsaturated ketones and aldehydes to allylic alcohols. The active catalyst can be derived in situ by phosphine exchange using commercial [(Ph3P)CuH]6 or from the reaction of copper(l) chloride, sodium tert-butoxide, and dimethylphenylphosphine under hydrogen. The catalyst derived from 1,1,1- tris(diphenylphosphinomethyl)ethane is mechanistically interesting but less synthetically useful. (C) 2000 Elsevier Science Ltd.
Hydride-Mediated Homogeneous Catalysis. Catalytic Reduction of α,β-Unsaturated Ketones Using 6 and H2
Mahoney, Wayne S.,Stryker, Jeffrey M.
, p. 8818 - 8823 (2007/10/02)
Hydride-mediated reduction of α,β-unsaturated ketones catalytic in the hydride reagent is reported using 6 and molecular hydrogen.The reaction proceeds at room temperature and is highly regioselective, affording either the product of conjugate reduction or complete 1,4- and 1,2-reduction to the saturated alcohol, depending on reaction conditions.In the presence of excess phosphine, the process is homogeneous and chemoselective: isolated double bonds are not hydrogenated, even under forcing conditions.This novel catalytic reduction appears to proceed viathe heterolytic activation of molecular hydrogen by highly reactive copper(I) enolate and alkoxide intermediates.