Strong 1,4-P-O intramolecular interactions as a source of conformational preferences in alpha-stabilized phosphorus ylides

Inorg Chem. 2001 Sep 10;40(19):4913-7. doi: 10.1021/ic010492w.

Abstract

For the first time, the existence of a strong intramolecular 1,4-interaction between the phosphorus atom and the oxygen atom in alpha-keto-stabilized ylides has been demonstrated by means of theoretical calculations. This interaction has a notable influence on the conformational preferences and rotational barriers of alpha-stabilized phosphorus ylides and bis-ylides.