Structure and Reactivity of Boron-Ate Complexes Derived from Primary and Secondary Boronic Esters
Structure and Reactivity of Boron-Ate Complexes Derived from Primary and Secondary Boronic Esters
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DOI：
10.1021/acs.orglett.5b00918
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发表时间：
2015-06-05
期刊：
影响因子：
5.2
通讯作者：
Aggarwal, Varinder K.
中科院分区：
文献类型：
--
作者：
Feeney, Kathryn;Berionni, Guillaume;Aggarwal, Varinder K.
从伯、仲硼酸酯和芳基锂中分离出了硼酸酯配合物，并研究了它们与碳正离子的反应动力学。二级速率常数已被用来推导出的亲核性参数的硼酸盐配合物，揭示了亲核性增加与（i）给电子的芳香族硼，（ii）新戊二醇频哪醇硼酸酯，（iii）12-冠-4醚。
Boron-ate complexes derived from primary and secondary boronic esters and aryllithiums have been isolated, and the kinetics of their reactions with carbenium joins studied. The second order rate Constants have been used to derive nucleophilicity parameters for the boron-ate complexes, revealing that nucleophilicity increased with (i) electron donating aromatics On boron, (ii) neopentyl glycol over pinacol boronic esters, and (iii) 12-crown-4 ether.