Zhou, Feng;Hu, Xiaoying;Gao, Ming;Cheng, Tanyu;Liu, Guohua published 《An imidazolium-modified chiral rhodium/diamine-functionalized periodic mesoporous organosilica for asymmetric transfer hydrogenation of α-haloketones and benzils in aqueous medium》. The research results were published in《Green Chemistry》 in 2016.Application In Synthesis of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol The article conveys some information:
The use of a hydrophobic, imidazolium-functionalized periodic mesoporous organosilica for immobilization of chiral organometallic complexes as a heterogeneous catalyst is highly desirable as this catalyst can greatly promote an aqueous organic transformation due to its hydrophobic function and phase-transfer feature in an aqueous medium. Herein, by utilizing a three-component co-condensation strategy, we conveniently incorporate 1,2-bis(triethoxysilyl)ethane, (R,R)-4-((trimethoxysilyl)ethyl)phenylsulfonyl-1,2-diphenylethylene-diamine and 1,3-bis(3-(triethoxysilyl)propyl)-1H-imidazol-3-ium iodide within its silicate network, which is coordinated with (Cp*RhCl2)2, leading to an imidazolium-modified chiral rhodium/diamine-functionalized periodic mesoporous organosilica. A solid-state carbon spectrum discloses its well-defined chiral rhodium/diamine active species, and its X-ray diffraction; nitrogen adsorption-desorption measurement and transmission electron microscopy images reveal its ordered dimensional-hexagonal mesostructure. As a bifunctional heterogeneous catalyst, this periodic mesoporous organosilica significantly boosts asym. transfer hydrogenation of α-haloketones and benzils in water, where the hydrophobic periodic mesoporous organosilica, phase-transfer-featured imidazolium-functionality, and the confined chiral organorhodium catalytic nature are responsible for its catalytic performance. Furthermore, the catalyst can be recovered and recycled seven times without the loss of its catalytic activity, making it an attractive heterogeneous catalyst for asym. transfer hydrogenation in an environmentally friendly manner. To complete the study, the researchers used rel-(1R,2S)-1,2-Diphenylethane-1,2-diol (cas: 579-43-1) .
Desymmetrization of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol(cas:579-43-1 Application In Synthesis of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol) using chiral phosphine catalyst has been reported. Conversion of meso-hydrobenzoin to trans-stillbene oxide by treatment with an aryl sulfonyl chloride and aqueous sodium hydroxide has been reported.
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