Enhancing 2-iodoxybenzoic acid reactivity by exploiting a hypervalent twist

Julius T. Su; William A. Goddard

doi:10.1021/ja054446x

Enhancing 2-iodoxybenzoic acid reactivity by exploiting a hypervalent twist

Julius T. Su
, William A. Goddard

Division of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	14146-14147
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	41
DOIs	https://doi.org/10.1021/ja054446x
Publication status	Published - 19 Oct 2005
Externally published	Yes

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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.",

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AU - Goddard, William A.

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N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/26844452275

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M3 - Article

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

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Enhancing 2-iodoxybenzoic acid reactivity by exploiting a hypervalent twist

Abstract

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