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Competitive kinetic study of the amination of organomagnesium and -zinc reagents with acetone O-sulfonyloxime

✍ Scribed by Ender Erdik; Özgen Ömür

Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 149 KB
Volume: 19
Category: Article
ISSN: 0268-2605
DOI: 10.1002/aoc.908

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✦ Synopsis

Kinetic studies are reported for the electrophilic amination of substituted phenylmagnesium bromides and CuCN-catalyzed phenylzinc chlorides with acetone O-(2,4,6-trimethylphenylsulfonyl)oxime in tetrahydrofuran at reflux temperature and at room temperature respectively. Substituent effects were determined by competition experiments. Rate data are analyzed via Hammett relationships to support the proposed mechanisms for the substitution of these organometallics with an electrophilic amino transfer reagent.

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