Ring Expansions of Boroles with Diazo Compounds: Steric Control of C or N Insertion and Aromatic/Nonaromatic Products.
Chemistry
; 21(49): 17844-9, 2015 Dec 01.
Article
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| MEDLINE
| ID: mdl-26482113
ABSTRACT
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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2015
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Article