Kinetics and mechanism of the C-S coupling reactions of aryl Grignard reagents with aryl arenesulfonates

• Authors: Ender Erdik , Fatma Eroğlu
• Languages of publication: EN

Abstracts

EN

The kinetics of the C-S coupling of arylmagnesium bromides with phenyl tosylate has been studied in THF: toluene at 90°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. [...]

Keywords

EN

Grignard reagents; Aryl carbanions; C-S coupling; Hammett plot; Activation parameters

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2008
• Volume: 6
• Issue: 2
• Pages: 237-244

Dates

published

1 - 6 - 2008

online

17 - 4 - 2008

Contributors

author

Ender Erdik

• Ankara University, Science Faculty, Beşevler, Ankara, 06100, Turkey

author

Fatma Eroğlu

• Ankara University, Science Faculty, Beşevler, Ankara, 06100, Turkey

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Identifiers

DOI

10.2478/s11532-008-0017-4