Abstract:The mechanisms of the hydroamination of enantiomerically enriched, axially chiral (R)-1-aryl-1,2-butadienes (R)-(4-C 6 H 4 R)C(H)=C=C(H)-Me [R = Ph (1a), OMe (1b)] with aniline catalyzed by (IPr)AuOTf have been investigated employing a combination of kinetic and stereochemical analyses and in situ spectroscopy of catalytically active mixtures. These experiments were consistent with mechanisms involving essentially irreversible displacement of aniline from [(IPr)Au(NH 2 Ph)] + by allene (R)-1 to form the enanti… Show more
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