Chiral bisphosphine BINAP-stabilized gold and palladium nanoparticles with small size and their palladium nanoparticle-catalyzed asymmetric reaction

Masaru Tamura; Hisashi Fujihara

doi:10.1021/ja0369055

Chiral bisphosphine BINAP-stabilized gold and palladium nanoparticles with small size and their palladium nanoparticle-catalyzed asymmetric reaction

J Am Chem Soc. 2003 Dec 24;125(51):15742-3. doi: 10.1021/ja0369055.

Authors

Masaru Tamura¹, Hisashi Fujihara

Affiliation

¹ Department of Applied Chemistry and Molecular Engineering Institute, Kinki University, Kowakae, Higashi-Osaka 577-8502, Japan.

PMID: 14677954
DOI: 10.1021/ja0369055

Abstract

The reduction of tetrachloroaurate or potassium tetrachloropalladate with sodium borohydride in the presence of optically active 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl [BINAP] gave the chiral (S)- or (R)-BINAP-stabilized gold or palladium nanoparticles which showed the small core (1.7 nm for BINAP-Au and 2.0 nm for BINAP-Pd) with narrow size distribution and remarkably high stability. Asymmetric hydrosilylation of styrene with trichlorosilane in the presence of chiral BINAP-Pd nanoparticles afforded an optically active 1-phenyl-1-trichlorosilylethane which was converted into an optically active 1-phenylethanol (95% enantiomeric excess) by oxidative cleavage of the carbon-silicon bond.