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Gas phase anionic ipso substitution reactions of some alkyl phenyl ethers

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
21
Issue
17
Identifiers
DOI: 10.1016/s0040-4039(00)77787-2

Abstract

Abstract It is shown by 18O labelling that phenoxide anions are formed both by an S N2 and a nucleophilic aromatic substitution mechanism in the reaction of OH − with methyl phenyl ether. These mechanisms are of minor importance in the ethyl phenyl ether system where phenoxide anions are generated almost exclusively by an E 2 mechanism.

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