4.5 Article

Aziridine-derived iminophosphine ligands in palladium-catalyzed allylic substitution

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 689, Issue 22, Pages 3604-3611

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2004.07.066

Keywords

iminophosphines; allylic substitution; P,N ligands; palladium catalysis; bidentate ligands; square-planar complexes

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New iminophosphines have been synthesized from (R,R)-1-amino-2-diphenylphosphino cyclohexane (R.R)-1 in good to excellent yields. The catalysts obtained from iminophosphines 3a-g and [Pd(C3H5)Cl](2) promote the enantioselective allylic substitution of 1,3-diphenyl-2-propenyl acetate (6) with diethyl malonate with good enantioselectivity. The air-stable complex PdCl2[K-2-P,N-(R,R)-2-Ph2PC6H10N=CHPh] (4) has been prepared and structurally characterized by X-ray crystallography. (C) 2004 Elsevier B.V. All rights reserved.

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