期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 49, 页码 19989-19992出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja3094372
关键词
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资金
- Japan Society for the Promotion of Science (JSPS)
- MEXT, Japan [24109012]
- Grants-in-Aid for Scientific Research [12J08764, 24109012] Funding Source: KAKEN
The first isolation and full characterization of the stable, persistent diazaboracyclic neutral radical 3 is reported. Reduction of base-stabilized difluororoborane 2 provided radical 3 as a neutral molecule having a planar sp(2) boron atom attached to one fluorine and two nitrogen atoms. ESR spectroscopy and DFT calculations indicated that the unpaired electron is delocalized over the six-membered ring. Because of an electronic transition related to the singly occupied molecular orbital, 3 has a characteristic red color, as UV-vis spectroscopy showed an absorption maximum at 498 nm. Although DFT calculations suggested that radical 3 has relatively low spin density on the boron atom in comparison with the nitrogen and carbon atoms in the six-membered ring, 3 reacted as a base-stabilized boryl radical when treated with benzoquinone or benzoyl peroxide.
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