Arylation and alkenylation of aromatic aldehydes with silanediols is shown to proceed by use of a catalytic amount of rhodium complex. Treatment of ethyl(4-methoxyphenyl)silanediol with benzaldehyde in the presence of 3 mol% of [Rh(OH)(cod)](2) affords 4-methoxyphenyl(phenyl)methanol in 59% yield after stirring at 70 degreesC for 24 hours. On the other hand, diarylketone was also obtained at elevated temperature via beta-hydride elimination from intermediary rhodium alkoxide.
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Hokkaido Univ, Div Mol Chem, Grad Sch Engn, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Div Mol Chem, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan
Sakai, M
Ueda, M
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Hokkaido Univ, Div Mol Chem, Grad Sch Engn, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Div Mol Chem, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan
Ueda, M
Miyaura, N
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Hokkaido Univ, Div Mol Chem, Grad Sch Engn, Sapporo, Hokkaido 0608628, JapanHokkaido Univ, Div Mol Chem, Grad Sch Engn, Sapporo, Hokkaido 0608628, Japan