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• W2316172226 endingPage "1950" @default.
• W2316172226 startingPage "1942" @default.
• W2316172226 abstract "Formally 16-electron closo- and pseudocloso-(η3-cyclooctenyl)rhodacarboranes of the general formula [3-{(1−3-η3)-C8H13}-1,2-R,R′-3,1,2-RhC2B9H9] (1 (closo), R, R′ = μ-1′,2′-CH2C6H4CH2; 2 (pseudocloso), R = R′ = PhCH2) coupled in situ with the chiral phosphoramidite (S)-PipPhos (3) were found to catalyze an asymmetric hydrogenation of functionalized olefins (enamides) with enantioselectivities as high as 97−99.7% and with 92−100% conversions. The key catalyst precursor [3,3-{(S)-PipPhos}2-3-H-1,2-(o-xylylene)-closo-3,1,2-RhC2B9H9] (16), independently prepaped by the stoichometric reaction of 1 with 3 in benzene, was found to show of enantioselectivities and conversions upon the hydrogenation of prochiral enamides at the same levels as those observed for the relevant precursor formed in situ from 1 and 3. The structure of 16 has been established on the basis of analytical and multinuclear NMR data as well as a single-crystal X-ray diffraction study. In contrast to complex 1, complex 2 reacts with 3 to afford the unstable hydrido−rhodium species [3,3-{(S)-PipPhos}2-3-H-1,2-(PhCH2)2-3,1,2-RhC2B9H9] (17), the formation of which and further conversion into the salt [(S)-(PipPhos)4Rh]+[7,8-(PhCH2)2-nido-7,8-C2B9H10]− (18) was detected by time-dependent 1H NMR spectra. Some conclusions regarding the catalysis mechanistic pathway, which is consistent with that generally accepted for the rhodacarborane-catalyzed alkene hydrogenation, are made." @default.
• W2316172226 created "2016-06-24" @default.
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• W2316172226 date "2011-03-17" @default.
• W2316172226 modified "2023-09-23" @default.
• W2316172226 title "New Rhodacarborane−Phosphoramidite Catalyst System for Enantioselective Hydrogenation of Functionalized Olefins and Molecular Structure of the Chiral Catalyst Precursor [3,3-{(<i>S</i>)-PipPhos}₂-3-H-1,2-(<i>o</i>-xylylene)-<i>closo</i>-3,1,2-RhC₂B₉H₉]" @default.
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• W2316172226 doi "https://doi.org/10.1021/om101201e" @default.
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