Synlett 2003(3): 0408-0410
DOI: 10.1055/s-2003-37120
LETTER
© Georg Thieme Verlag Stuttgart · New York

Ruthenium-Bisimine: A New Catalytic Precursor for Regioselective Allylic Alkylation

Jean-Luc Renaud*, Christian Bruneau*, Bernard Demerseman
Institut de Chimie, UMR 6509, Organométalliques et Catalyse, Université de Rennes 1, Campus de Beaulieu-35042 Rennes Cedex, France
Fax: 33(2)23236939; e-Mail: christian.bruneau@univ-rennes1.fr;
Further Information

Publication History

Received 6 December 2003
Publication Date:
07 February 2003 (online)

Abstract

New complexes [Cp*Ru(bisimine)Cl] are active catalysts for the regioselective alkylation of allylic carbonates by soft carbonucleophiles, in favour of the branched isomers. The catalysts can be conveniently prepared in situ from [Cp*Ru(cod)Cl] and a bulky aromatic bisimine.

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(C5Me5)RuCl(MesN=CH-CH=NMes): selected 1H NMR data (200 MHz): δ (ppm) 1.07 (s, 15 H, C5Me5), 1.87 (s, 6 H, 2 Me), 2.30 (s, 6 H, 2 Me), 2.38 (s, 6 H, 2 Me), 6.82 (s, 2 H, 2 HAr), 6.92 (s, 2 H, 2 HAr), 8.68 (s, 2 H, 2 CH=N).