Author:
Leahy GD,Liveris M,Miller J,Parker AJ
Abstract
The reactions of a series of phenoxides in
MeOH with 1-chloro-2,4-dinitrobeneene (and in one
case with picryl chloride also) have been measured. They are compared with each
other and with the OMe- reaction.
The reactions of the several phenoxides
show a relationship between basicity and nucleophilicity analogous to the
Bronsted relationship between acid-base strength and catalytic activity, but
the relationship does not include OMe-. The phenoxide reactions also
obey the Hammett equation with a ρ value similar to those for ionization
of phenols in water and alcohols.
General features of nucleophilicity and
basicity are discussed in outline.
Cited by
32 articles.
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