Synfacts 2008(7): 0772-0772  
DOI: 10.1055/s-2008-1078433
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Silane Alcoholysis and Silylative Pinacol Coupling with Gold Nanoparticles

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Hidetoshi Ohta
P. Raffa*, C. Evangelisti, G. Vitulli, P. Salvadori
Università di Pisa and Advanced Catalyst s.r.l., Pisa, Italy
Further Information

Publication History

Publication Date:
20 June 2008 (online)

Significance

The first catalytic application of supported Au nanoparticles in silane alcoholysis was described. Thus, the reaction of liquid alcohols 1 with hydrosilanes 2 was carried out in the presence of Au/Al2O3 (AuMVS or AuDP: see ‘Comment’) as a catalyst under solvent free conditions to give the corresponding silyl ethers 3 (trace to 99% yield). The authors also reported the first example of gold-catalyzed silylative pinacol coupling. Thus, the reaction of carbonyl compounds 4 and hydrosilanes 2 using the Au/Al2O3 catalyst (AuMVS) afforded the pinacol-type products 5 (meso/dl = 50:50) together with hydrosilylated products 6 (5:6 selectivity up to 80:20).