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Kinetic solvent isotope effect studies on the methanolysis of 1‐phenylethyl chlorides
Author(s) -
Lee Ikchoon,
Lee Won Heui,
Lee Hai Whang
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610060608
Subject(s) - chemistry , carbocation , kinetic isotope effect , solvent , kinetic energy , solvent effects , molecule , medicinal chemistry , computational chemistry , organic chemistry , deuterium , physics , quantum mechanics
The negative slope (Δρ Y + < 0) of the Hammett‐type plot using kinetic solvent isotope effect, log k SOH / k SOD versus σ + , for methanolysis of 1‐(Y‐phenyl)ethyl chlorides is rationalized by an ion‐pair mechanism in which a solvent molecule attacks the relatively stable carbocation formed in the pre‐equilibrium.