LIGAND COUPLING AND PSEUDOROTATION IN THE REACTION OF ALKYL 2-PYRIDYL SULFOXIDE WITH GRIGNARD REAGENTS

Abstract

In the reaction of benzyl 2-pyridyl sulfoxide (1) with C₆H₅CH₂MgCl, the incoming Grignard reagent tends to couple preferentially with 2-pyridyl group at lower temperatures, whereas, at higher temperatures, coupling between benzyl and 2-pyridyl groups with 1 tends to increase due presumably to the relatively more facile pseudorotation² at higher temperatures.