American Chemical Society
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Enhancing 2-Iodoxybenzoic Acid Reactivity by Exploiting a Hypervalent Twist

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journal contribution
posted on 2005-10-19, 00:00 authored by Julius T. Su, William A. Goddard
A rearrangement of hypervalent bonds, or twisting, proves to be the rate-determining step in the 2-iodoxybenzoic acid (IBX) oxidation of alcohols. From this insight, derived from density functional theory calculations, we explain why IBX oxidizes large alcohols faster than small ones and propose a modification to the reagent predicted to make it more active.