Elemental white phosphorus as a radical trap: a new and general route to phosphonic acids

Barton, Derek H. R.; Zhu, Jieping

doi:10.1021/ja00058a082

research article

Elemental white phosphorus as a radical trap: a new and general route to phosphonic acids

Barton, Derek H. R.

•

Zhu, Jieping

1993

Journal of the American Chemical Society

White phosphorus is a very efficient trap for carbon radicals generated by white light photolysis of Barton PTOC esters using CH2Cl2-CS2 as solvent at 0 Deg under dry argon. Removal of the solvent mixt. and oxidn. with H2O2 in 1,2-dimethoxyethane provides an efficient new synthesis of phosphonic acids, where this function replaces the carboxyl in the original carboxylic acid. [on SciFinder (R)]