Chiral Xyliphos Complexes for the Catalytic Imine Hydrogenation Leading to the Metolachlor Herbicide: Isolation of Catalyst–Substrate Adducts

…, D Broggini, R Stoop, H Rüegger…

Index: Dorta, Romano; Broggini, Diego; Stoop, Robert; Rueegger, Heinz; Spindler, Felix; Togni, Antonio Chemistry - A European Journal, 2004 , vol. 10, # 1 p. 267 - 278

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Citation Number: 70

Abstract

Abstract Iridium complexes relevant to the catalytic enantioselective hydrogenation of 2- methyl-6-ethylphenyl-1′-methyl-2′-methoxyethylimine (MEA-imine, 1) in the Syngenta Metolachlor (3) process were prepared and characterized. Reaction of the diphosphane (S)- 1-[(R)-2-(diphenylphosphanyl) ferrocenyl] ethyldi (3, 5-xylyl) phosphane ((S)-(R)- Xyliphos,(S)-(R)-4) with [Ir 2 (μ-Cl) 2 (cod) 2](cod= 1, 5-cyclooctadiene) afforded [Ir (Cl)( ...