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Reaction of Iodoform and Isopropyl Grignard Reagent Revisited

Hoffmann, R. W. ; Müller, M. ; Menzel, K. ; Gschwind, R. M. ; Schwerdtfeger, P. ; Malkina, O. L. ; Malkin, V.G.


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.

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