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首页> 外文期刊>Chemistry: A European journal >Mechanistic Insights into the Pd-Catalyzed Direct Amination of Allyl Alcohols: Evidence for an Outer-Sphere Mechanism Involving a Palladium Hydride Intermediate
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Mechanistic Insights into the Pd-Catalyzed Direct Amination of Allyl Alcohols: Evidence for an Outer-Sphere Mechanism Involving a Palladium Hydride Intermediate

机译：Pd催化的烯丙醇直接胺化的机理研究：涉及钯氢化物中间体的外层机理的证据

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摘要

The mechanism of direct amination of allyl alcohol by a palladium triphenylphosphite complex has been explored. Labelling studies show that the reaction proceeds through a p-allylpalladium intermediate. A secondorder dependence of reaction rate on allyl alcohol concentration was observed. Kinetic isotope effect studies and ESI-MS studies are in agreement with a reaction proceeding through a palladium hydride intermediate in which both O–H bond and C–O bond cleavages are involved in rate-determining steps. A stereochemical study supports an outer-sphere nucleophilic attack of the p-allylpalladium intermediate giving complete chiral transfer from starting material to product.
机译：已经探索了由亚磷酸三苯酯钯络合物直接胺化烯丙醇的机理。标记研究表明反应通过对烯丙基铝中间体进行。观察到反应速率对烯丙醇浓度的二阶依赖性。动力学同位素效应研究和ESI-MS研究与通过氢化钯中间体进行的反应一致，在氢化钯中间体中，O-H键和C-O键的裂解均参与速率确定步骤。立体化学研究支持对烯丙基铝中间体的外球亲核攻击，从而实现了从原料到产物的完全手性转移。

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