Journal
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
Volume 21, Issue 1, Pages 18-21Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cp06704j
Keywords
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Funding
- National Science Foundation of China [NSFC 21473026]
- Science and Technology Development Planning of Jilin Province [20140101046JC]
- China Postdoctoral Science Foundation [2014M560227]
- Fundamental Research Funds for the Central Universities [2412018ZD008]
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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?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.
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