Observation of a Hidden Intermediate in the Stille Reaction. Study of the Reversal of the Transmetalation Step

A study of the reaction of cis-[PdRf2(AsPh3)2] (Rf = 3,5-C6Cl2F3) with ISnBu3 (that is the reversal of the natural Stille reaction of [PdRfI(AsPh3)2] with RfSnBu3) allows for the observation of cis-[PdRf2(AsPh3)(ISnBu3)], the expected intermediate from a cyclic transmetalation in the direct Stille r...

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Published inJournal of the American Chemical Society Vol. 130; no. 32; pp. 10518 - 10520
Main Authors Pérez-Temprano, Mónica H, Nova, Ainara, Casares, Juan A, Espinet, Pablo
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 13.08.2008
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Summary:A study of the reaction of cis-[PdRf2(AsPh3)2] (Rf = 3,5-C6Cl2F3) with ISnBu3 (that is the reversal of the natural Stille reaction of [PdRfI(AsPh3)2] with RfSnBu3) allows for the observation of cis-[PdRf2(AsPh3)(ISnBu3)], the expected intermediate from a cyclic transmetalation in the direct Stille reaction, thus providing experimental support to the operation of cyclic transmetalation pathways.
Bibliography:istex:907AD585CD1E3DFEC72B94FFB5AF81132F387676
ark:/67375/TPS-GL8X7LPG-R
Details of syntheses, characterization of the complexes, kinetic experiments, and DFT calculations including calculated structures. This material is available free of charge via the Internet at http://pubs.acs.org.
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja802994v