Issue 16, 2002

Synthesis and structure of [2-{4(S)-isopropyl-2-oxazolinyl}phenyl]trimethyl tin and its reactivity as a carbometallating agent

Abstract

Reaction of LiL 3c (LH = 4(S)-isopropyl-2-oxazolinylbenzene) with Me3SnCl affords LSnMe33d. Attempts to transfer the oxazolinylphenyl to [RuCl2(mes)]2 or [RhCl2Cp*]2 using 3d failed, in both cases there is evidence for transfer of methyl with the formation of LSnMe2Cl 5. Reaction of 3d with [PdCl2(PhCN)2] leads to selective transfer of the aryloxazoline, forming [LPdCl]26 which has been prepared independently via metathesis of [LPd(OAc)]27 with lithium chloride. However, the reaction of 3d with [PdCl2(COD)] is not selective, transfer of both methyl and aryl occurring. The structures of 3d, 5 and 7 have been determined by X-ray diffraction.

Graphical abstract: Synthesis and structure of [2-{4(S)-isopropyl-2-oxazolinyl}phenyl]trimethyl tin and its reactivity as a carbometallating agent

Supplementary files

Article information

Article type
Paper
Submitted
08 Mar 2002
Accepted
12 Jun 2002
First published
17 Jul 2002

J. Chem. Soc., Dalton Trans., 2002, 3260-3264

Synthesis and structure of [2-{4(S)-isopropyl-2-oxazolinyl}phenyl]trimethyl tin and its reactivity as a carbometallating agent

A. J. Davenport, D. L. Davies, J. Fawcett and D. R. Russell, J. Chem. Soc., Dalton Trans., 2002, 3260 DOI: 10.1039/B202405E

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