McKenna Reaction-Which Oxygen Attacks Bromotrimethylsilane?

作者:Blazewska Katarzyna M*
来源:Journal of Organic Chemistry, 2014, 79(1): 408-412.
DOI:10.1021/jo4021612

摘要

The first experimental proof of the course of silylation in the McKenna reaction, one of the most widely used reactions for the synthesis of organophosphorus acids, is presented. The reaction (in acetonitrile) proceeds via an attack of the terminal oxygen from the dialkyl phosphonate on the silicon atom in bromotrimethylsilane. Isotopically enriched diethyl phenylphosphonates (P=O-17 or P=O-18) were used as the model compounds. The location of the isotopic tracers was detected using P-31 and O-17 NMR spectroscopy.

  • 出版日期2014-1-3