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芳基给体-受体相互作用促进的催化剂组装用于环氧氯丙烷的水解动力学拆分。

Aromatic donor-acceptor interaction promoted catalyst assemblies for hydrolytic kinetic resolution of epichlorohydrin.

机构信息

Department of Chemistry, Northern Michigan University, 1401 Presque Isle Ave., Marquette, MI 49855, USA.

出版信息

Org Biomol Chem. 2018 Dec 19;17(1):172-180. doi: 10.1039/c8ob02249f.

Abstract

Three generations of Co(iii)-salen complexes containing electron-deficient aromatic moieties (acceptors) have been synthesized. When electron-rich aromatic compounds (donors) were introduced, these complexes were designed to form catalyst assemblies through aromatic donor-acceptor interaction. For all three generations of complexes, the addition of a proper donor led to higher catalytic efficiency in the hydrolytic kinetic resolution (HKR) of epichlorohydrin. The reaction rates are in the following order: Generation 3 > Generation 2 > Generation 1. The aromatic donor-acceptor interaction was verified by NMR spectroscopy and UV-vis absorption spectroscopy studies. These results demonstrated that aromatic donor-acceptor interaction can be a valuable driving force in the assembly of supramolecular catalysts.

摘要

已经合成了三代含有缺电子芳香基团(受体)的 Co(iii)-salen 配合物。当引入富电子芳香化合物(供体)时,这些配合物通过芳香供体-受体相互作用被设计成形成催化剂组装体。对于所有三代配合物,添加适当的供体可提高表氯醇水解动力学拆分(HKR)的催化效率。反应速率按以下顺序排列:第三代>第二代>第一代。通过 NMR 光谱和紫外可见吸收光谱研究证实了芳香供体-受体相互作用。这些结果表明,芳香供体-受体相互作用可以成为超分子催化剂组装的一个有价值的驱动力。

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