在外电场作用下苯甲腈硼氢化反应中 B-C 键的形成。
Possible B-C bonding in the hydroboration of benzonitrile by an external electric field.
机构信息
Institute of Functional Material Chemistry, Department of Chemistry, National & Local United Engineering Laboratory for Power Battery, Northeast Normal University, Changchun 130024, Jilin, People's Republic of China.
出版信息
Phys Chem Chem Phys. 2018 Dec 19;21(1):18-21. doi: 10.1039/c8cp06704j.
Generally, the hydroboration of benzonitrile produces B-N containing compounds. However, an unprecedented B-C bond may be formed in the presence of a suitable external electric field (EEF). In reactions of benzonitrile with borane, when the EEF is oriented parallel to the positive direction (N → C) of the N[triple bond, length as m-dash]C bond, the barriers to Markovnikov hydroboration are decreased gradually, meaning the pathway for generating B-C bonds becomes more favorable. Accordingly, hydroboration could be influenced and its selectivity could be controlled by changing the magnitude and direction of an applied EEF.
通常情况下，苯甲腈的硼氢化反应会生成含硼氮的化合物。然而，在外加电场（EEF）的作用下，可能会形成前所未有的硼碳键。在苯甲腈与硼烷的反应中，当外加电场的方向与 N[三重键，长度 as m-dash]C 键的正方向（N→C）平行时，马氏规则硼氢化反应的势垒逐渐降低，生成硼碳键的途径变得更加有利。因此，通过改变外加电场的大小和方向，可以影响硼氢化反应并控制其选择性。
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