Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 49, Pages 17844-17849Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201503048
Keywords
boron; diazo compounds; heterocycles; ring expansion; synthetic methods
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Funding
- Deutsche Forschungsgemeinschaft (DEG)
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Access to novel imine-substituted 1,2-azaborinines, as well as highly arylated boracyclohexa-3,5-dienes has been developed by ring expansion of boroles with diazoalkanes with varying degrees of steric bulk. The formation of a diazoalkane intermediate is also discussed for the reaction of ortho-brominated p-tolyl-azide with 1,2,3,4,5-pentaphenylborole. Structural details as well as UV/Vis spectroscopic and cyclic voltammetric data are provided. These boron-containing heterocycles have the potential to serve as building blocks for boron-containing materials.
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