title: Enhancing 2-iodoxybenzoic acid reactivity by exploiting a hypervalent twist.
abstract: 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.
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
authors.forename: Julius T
authors.initials: JT
authors.lastname: Su
authors.forename: William A
authors.initials: WA
authors.lastname: Goddard
mesh_terms: D004735:Energy Transfer; D006860:Hydrogen Bonding; D007462:Iodobenzenes; D007463:Iodobenzoates / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D010084:Oxidation-Reduction; D014867:Water / Q000737:chemistry
chemical_list: D007462:Iodobenzenes; D007463:Iodobenzoates; D014867:Water; C476101:o-iodoxybenzoic acid; D000432:Methanol