源自伯硼酸酯和仲硼酸酯的硼酸酯配合物的结构与反应活性。
Structure and reactivity of boron-ate complexes derived from primary and secondary boronic esters.
作者信息
Feeney Kathryn, Berionni Guillaume, Mayr Herbert, Aggarwal Varinder K
机构信息
†Department of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, U.K.
‡Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 München, Germany.
出版信息
Org Lett. 2015 Jun 5;17(11):2614-7. doi: 10.1021/acs.orglett.5b00918. Epub 2015 May 14.
Boron-ate complexes derived from primary and secondary boronic esters and aryllithiums have been isolated, and the kinetics of their reactions with carbenium ions 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.
源自伯硼酸酯和仲硼酸酯以及芳基锂的硼酸酯配合物已被分离出来，并对它们与碳正离子反应的动力学进行了研究。二级速率常数已被用于推导硼酸酯配合物的亲核性参数，结果表明亲核性随着以下因素增加：（i）硼上的供电子芳烃；（ii）新戊二醇相比于频哪醇硼酸酯；（iii）12-冠-4醚。
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