Journal of Fluorine Chemistry

Reactivity of an electrophilic hypervalent iodine trifluoromethylation reagent with hydrogen phosphates—A mechanistic study

N Santschi, P Geissbühler, A Togni

Index: Santschi, Nico; Geissbuehler, Patrik; Togni, Antonio Journal of Fluorine Chemistry, 2012 , vol. 135, p. 83 - 86

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Citation Number: 19

Abstract

The electrophilic trifluoromethylation of hydrogen phosphates with the reagent trifluoromethyl-1, 3-dihydro-3, 3-dimethyl-1, 2-benziodoxole (1) was studied by means of initial rates determined for pseudo first order setups and subsequent Taft analysis of the calculated relative rates. A positive polar sensitivity factor, indicative of a negative charge forming during the rate-determining step, was found for the whole data set.