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Correlation of the rates of solvolysis of the S ‐Ethyldibenzothiophenium Ion
Author(s) -
Kevill Dennis N.,
Anderson Steven W.
Publication year - 1988
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570250209
Subject(s) - solvolysis , chemistry , nucleophile , solvent , trifluoromethanesulfonate , reactivity (psychology) , ion , selectivity , organic chemistry , hydrolysis , catalysis , medicine , alternative medicine , pathology
The specific rates of solvolysis of S ‐ethyldibenzothiophenium trifluoromethanesulfonate have been found to give a good linear correlation with the previously determined specific rates of solvolysis of the triethyloxonium ion, and hence with the solvent nucleophilicity scale established from the triethyloxonium ion study. A value for the sensitivity to changes in solvent nucleophilicity ( 1 ) of greater than unity (1.15) is in accord with reactivity‐selectivity considerations.