Conflicting evidence regarding the mechanism of the sulfonyl transfer reaction

Shmaryahu Hoz; Ping Liu; Erwin Buncel

doi:10.1039/cc9960000995

Conflicting evidence regarding the mechanism of the sulfonyl transfer reaction

Shmaryahu Hoz
, Ping Liu
, Erwin Buncel

Department of Chemistry

Queen's University Kingston

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Application of the novel solvent-dependent pK_a method for the construction of Brønsted-type plots to the sulfonyl transfer reaction with phenoxide nucleophiles, finds the pK_a's of aryloxides lower than those of the p-nitrophenoxide leaving group on separate lines, whereas nucleophiles of greater pK_a fall on a common line, contrasting with the observed behaviour when using the traditional method.

Original language	English
Pages (from-to)	995-996
Number of pages	2
Journal	Chemical Communications
Issue number	8
DOIs	https://doi.org/10.1039/cc9960000995
State	Published - 1996

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title = "Conflicting evidence regarding the mechanism of the sulfonyl transfer reaction",

abstract = "Application of the novel solvent-dependent pKa method for the construction of Br{\o}nsted-type plots to the sulfonyl transfer reaction with phenoxide nucleophiles, finds the pKa's of aryloxides lower than those of the p-nitrophenoxide leaving group on separate lines, whereas nucleophiles of greater pKa fall on a common line, contrasting with the observed behaviour when using the traditional method.",

author = "Shmaryahu Hoz and Ping Liu and Erwin Buncel",

year = "1996",

doi = "10.1039/cc9960000995",

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AU - Hoz, Shmaryahu

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AU - Buncel, Erwin

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AB - Application of the novel solvent-dependent pKa method for the construction of Brønsted-type plots to the sulfonyl transfer reaction with phenoxide nucleophiles, finds the pKa's of aryloxides lower than those of the p-nitrophenoxide leaving group on separate lines, whereas nucleophiles of greater pKa fall on a common line, contrasting with the observed behaviour when using the traditional method.

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JO - Chemical Communications

JF - Chemical Communications

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Conflicting evidence regarding the mechanism of the sulfonyl transfer reaction

Abstract

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