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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 3, Issue 2, 2006

Page: [98 - 102] Pages: 5

DOI: 10.2174/157017806775224305

Price: $65

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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