Catalytic asymmetric hydrogenation by some homogeneous and silica-bound μ-thiolato-μ-chlorodicarbonylbis- (neomenthyldiphenylphosphine) dirhodium complexes

Moris Eisen*, Jochanan Blum, Herbert Schumann, Boris Gorella

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

(+)-Dicarbonyl-μ-chloro[μ-(2-methyl-2-propanethiolato-S:S)]bis{[5-methyl-2-(1-methylethyl)cyclohexyl] diphenylphosphine}dirhodium (6a) and (+) - dicarbonyl-μ-chloro[μ-(2-triethoxysilyl)ethanethiolato-S:S]bis{[5-methyl-2-(1-methylethyl)cyclohexyl] diphenylphosphine}dirhodium (6b) were prepared by interaction of (+)-neomenthyldiphenylphosphine (3) with chlorodicarbonylrhodium dimer (2), followed by treatment of the product with the appropriate (alkylthio)trimethylsilane, 5. Complex 6b was immobilized by attachment to silica gel. Both the homogeneous and hybrid catalyts proved capable of promoting the asymmetric hydrogenation of prochiral unsaturated acids and esters. While the soluble complexes 6a and 6b led to the formation of dextro-rotatory products, the recyclable supported catalyst gave laevorotatory compounds.

Original languageEnglish
Pages (from-to)329-337
Number of pages9
JournalJournal of Molecular Catalysis
Volume56
Issue number1-3
DOIs
StatePublished - 15 Nov 1989
Externally publishedYes

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