[Investigation of the Aqueous Transmetalation of π-Allylpalladium with Indium: Some Theoretical and Experimental Evidence About the Nature of Allylindium Intermediates ]

Francesco      Ferrante; Gianfranco      Fontana; Giuseppe      Savona

Letters in Organic Chemistry

Author(s): Francesco Ferrante, Gianfranco Fontana and Giuseppe Savona

DOI: 10.2174/157017806775224305

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[Investigation of the Aqueous Transmetalation of π-Allylpalladium with Indium: Some Theoretical and Experimental Evidence About the Nature of Allylindium Intermediates ]

Page: [98 - 102] Pages: 5

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Abstract

In this paper we report some theoretical and experimental evidence concerning the nature of the allyl-In intermediate generated by umpolung of allyl-Pd complexes in the Pd(OAc)2/TPPTS catalysed allylation reaction of benzaldehyde. The allylic substrate reacts at the substituted terminus, because of the formation of an equilibrating mixture of η1-allyl-In(I) specie with the γ-substituted regioisomer being more reactive.

Keywords: allyl-indium, allyl-palladium, umpolung, Allylation

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