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EFFECT OF ELECTROPHILE STRUCTURE ON RITCHIE EQUATION PARAMETERS
Sinev, V. V.,Ginzburg, O. F.,Kuznetsova, V. P.
, p. 991 - 995 (2007/10/02)
A joint examination of the Ritchie and Hammett equations on the basis of a spectrophotometric study of the kinetics for the formation of methyl esters of triarylcarbinols and literature data on the kinetics for the formation of triarylcarbinols showed that, contrary to Ritchie's proposal, the N+ nucleophilicity parameter of any nucleophilic system depends on the selection of the standard electrophile.The merits for introducing the parameter α, which is dependent on the nature of the substrate, into the Ritchie equation were confirmed.The significant deviation of this parameter from unity observed for a series of antipyrine cations was attributed to direct polar conjugation of +C substituents with the reaction site and through-space screening of this site by antipyryl radicals.
