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首页> 外文期刊>Modern Chemistry >Asymmetric Intermolecular Heck Reaction of Aryl Halides by Pd-histidine Organocatalysts
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Asymmetric Intermolecular Heck Reaction of Aryl Halides by Pd-histidine Organocatalysts

机译：芳基卤化物的不对称分子分子反应PD-组氨酸有机催化剂

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Extensive studies of asymmetric intermolecular Heck reaction are described and provide a deeper insight into histidine-catalyzed. In particular, aspects of enantio- as well as diastereoselectivity of these reactions are discussed. As the first report, we synthesized five histidine-based organocatalyts including histidine as a well-defined and biodegradable natural structure alone and in combination with 2,4,6-trichloro-1,3,5-triazine, benzene-1,3-diamine, dimethyl malonate and dimeric structure applied in the asymmetric intermolecular Heck reaction of aryl halides; their efficiency was compared to each other’s. These phosphine-free palladium catalysts were found as efficient catalytic system which provided the superior efficiency with excellent yields, regioselectivity and enantioselectivity. In these among, histidine with 2,4,6-trichloro-1,3,5-triazine which generate the star like molecule palladium catalyst gave the best activity in asymmetric intermolecular Heck reaction with excellent yields and good regio- and enantioselectivity under mild reaction conditions. The asymmetric intermolecular Heck reaction has been limited to aryl and vinyl triflates or aryl iodide in the rare reports of available Pd catalysts. Herein, we extend the reaction to aryl bromides. In addition, the scope of reaction was examined in two different techniques: conventional heating and microwave irradiation and compared. For the first time, microwave irradiation sintering is successfully used for this reaction. Comparison of catalytic activities of our catalyst (Pd/His) with literature examples confirmed our success.
机译：描述了对非对称分子间静脉反应的广泛研究，并对组氨酸​​催化提供了更深的洞察力。特别地，讨论了对这些反应的肾上的方面以及对这些反应的非映选择性。作为第一报告，我们合成了五种基于组氨酸的有机能，包括组合物，作为单独定义和可生物降解的天然结构，并与2,4,6-三氯-1,3,5-三嗪，苯-1,3-组合二胺，丙二酸二甲酯和二聚体结构施加在芳基卤化物的不对称分子间的反应中;他们的效率与彼此相比。将这些无膦无钯催化剂被发现为有效的催化系统，其提供优异的产率，区域选择性和对映选择性的优异效率。在这些中，组氨酸具有2,4,6-三氯-1,3,5-三嗪，其产生如分子钯催化剂的恒星，在不对称的分子间致癌反应中具有优异的产率和良好的反应良好的致映选择性的最佳活性使适应。非对称分子间致抗反应仅限于可用Pd催化剂的罕见报告中的芳基和乙烯基三氟酯或芳基碘。在此，我们将反应延伸至芳基溴。此外，以两种不同的技术检查反应范围：常规加热和微波辐射并比较。首次，微波辐射烧结成功用于该反应。与文学例子的催化剂（Pd / his）的催化活性的比较证实了我们的成功。

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