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

doi:10.1016/S0022-328X(03)00664-8

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

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

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 language	English
Pages (from-to)	337-345
Journal	Journal of Organometallic Chemistry
Volume	687
Issue number	2
DOIs	https://doi.org/10.1016/S0022-328X(03)00664-8
Publication status	Published - 7 Dec 2003

Keywords

Calculations
Regioselectivity
Silicon effect
Tsuji-Trost reaction

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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. {\textcopyright} 2003 Elsevier B.V. All rights reserved.",

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The silicon effect on the regioselectivity of the Tsuji-Trost reaction. Experimental and theoretical approaches. / Branchadell, Vicenç; Moreno-Mañas, Marcial; Pleixats, Roser; Thorimbert, Serge; Commandeur, Claude; Boglio, Cécile; Malacria, Max.

In: Journal of Organometallic Chemistry, Vol. 687, No. 2, 07.12.2003, p. 337-345.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - The silicon effect on the regioselectivity of the Tsuji-Trost reaction. Experimental and theoretical approaches

AU - Branchadell, Vicenç

AU - Moreno-Mañas, Marcial

AU - Pleixats, Roser

AU - Thorimbert, Serge

AU - Commandeur, Claude

AU - Boglio, Cécile

AU - Malacria, Max

PY - 2003/12/7

Y1 - 2003/12/7

N2 - 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.

AB - 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.

KW - Calculations

KW - Regioselectivity

KW - Silicon effect

KW - Tsuji-Trost reaction

U2 - 10.1016/S0022-328X(03)00664-8

DO - 10.1016/S0022-328X(03)00664-8

M3 - Article

VL - 687

SP - 337

EP - 345

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