The silicon effect on the regioselectivity of the Tsuji-Trost reaction. Experimental and theoretical approaches

Vicenç Branchadell, Marcial Moreno-Mañas, Roser Pleixats, Serge Thorimbert, Claude Commandeur, Cécile Boglio, Max Malacria

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16 Citations (Scopus)

Abstract

Regioselectivity of the Tsuji-Trost reaction on allyl acetates and carbonates substituted with silyl groups at the olefinic moiety has been analyzed. Silicon atom in the central carbon atom increases the stability of the intermediate π-allylpalladium cation with respect to the isomeric π-allylpalladium cation featuring the silicon in a terminal carbon atom. © 2003 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)337-345
JournalJournal of Organometallic Chemistry
Volume687
Issue number2
DOIs
Publication statusPublished - 7 Dec 2003

Keywords

  • Calculations
  • Regioselectivity
  • Silicon effect
  • Tsuji-Trost reaction

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