Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 48, Pages 16423-16427Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b10270
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Funding
- Research Grants Council of The Hong Kong Special Administration Region [14305918]
- Incentive Grant from Faculty of Science, CUHK
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A new protocol for regioselective nucleophilic cage B-H substitution in o-carboranes has been proposed that is complementary to the strategies of transition metal catalysis and electrophilic substitution. Magnesium-mediated site-selective nucleophilic cage B-(3,6)-H and B(9)-H substitution reactions of o-carboranes give a series of B(3,6)-dialkylated and B(9)-alkylated/arylated o-carboranes in high yields. Both steric and electronic factors of cage C substituents play crucial roles in controlling the site selectivity.
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