Olefin Isomerization and Hydrosilylation Catalysis by Lewis Acidic Organofluorophosphonium Salts
Manuel Pérez, Lindsay J. Hounjet, Christopher B. Caputo, Roman Dobrovetsky and Douglas W. Stephan*
*Department of Chemistry, University of Toronto, 80 St.
George Street, Toronto, Ontario M5S 3H6, Canada, Email: dstephan
chem.utoronto.ca
M. Pérez, L. J. Hounjet, C. B. Caputo, R. Dobrovetsky, D. W. Stephan, J. Am. Chem. Soc., 2013, 135, 18308-18310.
DOI: 10.1021/ja410379x
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Abstract
Organofluorophosphonium salts exhibit Lewis acidity derived from a low-lying σ* orbital at P opposite F. Due to the acidity, these salts for example catalyze the rapid isomerization of 1-hexene to 2-hexene and a cationic polymerization of isobutylene. In the presence of hydrosilanes and a catalytic amount of an organofluorophosphonium salt, olefins and alkynes undergo efficient hydrosilylation.
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Key Words
ID: J48-Y2013
