Reaction of Iodoform and Isopropyl Grignard Reagent Revisited

Abstract

A new long-lived intermediate has been identified in the reaction of iodoform (1) with isopropylmagnesium chloride at −78 °C. The structure of the symmetrical iodine ate complex 7, I2CH−I−CHI2-MgCl+, has been assigned to the deep red intermediate by NMR spectroscopic techniques, supported by calculations of 1JC-H, 2JC-C, and 3JC-H coupling constants.