Elucidating the Mechanism of the Asymmetric Aza??Michael Reaction

…, AJP White, JG de Vries, DG Blackmond…

Index: Phua, Pim Huat; Mathew, Suju P.; White, Andrew J. P.; De Vries, Johannes G.; Blackmond, Donna G.; Hii, King Kuok Chemistry - A European Journal, 2007 , vol. 13, # 16 p. 4602 - 4613

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Citation Number: 43

Abstract

Abstract The mechanism of the palladium-catalysed asymmetric aza-Michael addition of aniline to α, β-unsaturated N-imide was examined from several aspects using a combination of techniques, including X-ray crystallography, mass spectrometry, NMR, UV/Vis spectroscopy, and kinetic studies. The binding of aniline to the dicationic palladium (II) metal centre was found to occur in two consecutive steps: The binding of the first aniline is fast ...