Reaction Kinetics, Mechanisms and Catalysis
Volume/Issue:
Volume 103: Issue 1
An insight into the C–S coupling mechanism of aryl Grignard reagents with aryl arenesulfonates
Author:
Fatma Eroğlu Science Faculty, Ankara University, Beşevler, Ankara, 06100, Turkey

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Pages:
41–51
Online Publication Date:
23 Mar 2011
Publication Date:
01 Jun 2011
Article Category:
Research Article
DOI:
https://doi.org/10.1007/s11144-011-0303-6
Keywords:
Grignard reagents in THF:toluene; C–S coupling; Aryl arenesulfonates; Grignard reactions in toluene
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Abstract

The reaction rate and thermodynamic parameters in the reaction of phenylmagnesium bromide with phenyl tosylate in THF:toluene binary solvents and also in toluene were analyzed. The relative changes in the rate constants are strictly bound to changes in the equilibrium constant of complex formation between the sulfonate and the Grignard reagent by replacement of a donor THF molecule as well as the transfer rate of the carbanion to the sulfonate in the complex. These results provide another support for asynchronous SNa mechanism comprising a four-center transition state mechanism.

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Cover Reaction Kinetics, Mechanisms and Catalysis
Reaction Kinetics, Mechanisms and Catalysis
Print ISSN:
1878-5190
Online ISSN:
1878-5204

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Reaction Kinetics, Mechanisms and Catalysis
Language English
Size B5
Year of
Foundation		 1974
Volumes
per Year		 1
Issues
per Year		 6
Founder Akadémiai Kiadó
Founder's
Address		 H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
Publisher Akadémiai Kiadó
Springer Nature Switzerland AG
Publisher's
Address		 H-1117 Budapest, Hungary 1516 Budapest, PO Box 245.
CH-6330 Cham, Switzerland Gewerbestrasse 11.
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Publisher		 Chief Executive Officer, Akadémiai Kiadó
ISSN 1878-5190 (Print)
ISSN 1878-5204 (Online)

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