Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 32, Pages 9858-9861Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201403101
Keywords
azaborinines; azides; BN heterocycles; boroles; ring expansion
Categories
Funding
- Deutsche Forschungsgemeinschaft
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We have exploited the reactivity of antiaromatic boroles, gaining access to aryl-substituted monocyclic 1,2-azaborinines. The observed ring-expansion reaction of inherently electron-deficient boroles with organometallic and organic azides is demonstrated for representative examples. This substance class is expected to provide a new avenue into 1,2-azaborinine chemistry, especially in the area of functional organoboron materials. Our results are based on NMR and UV/Vis spectroscopy as well as single-crystal X-ray crystallography and provide a virtually quantitative approach that also offers numerous points of variation.
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