期刊
CENTRAL EUROPEAN JOURNAL OF CHEMISTRY
卷 6, 期 2, 页码 237-244出版社
SCIENDO
DOI: 10.2478/s11532-008-0017-4
关键词
Grignard reagents; aryl carbanions; C-S coupling; Hammett plot; activation parameters
The kinetics of the C-S coupling of arylmagnesium bromides with phenyl tosylate has been studied in THF: toluene at 90 degrees C. The reaction is first order in Grignard reagent and first order in phenyl tosylate. Kinetic data, Hammett relationship and activation parameters are consistent with a nucleophilic addition mechanism involving rate determining attack of carbanion to sulfonyl group followed by a fast phenoxide group leaving.
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