Ring Expansions of Boroles with Diazo Compounds: Steric Control of C or N Insertion and Aromatic/Nonaromatic Products |
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Authors: | Prof. Dr. Holger Braunschweig Dr. Florian Hupp Dr. Ivo Krummenacher Lisa Mailänder Florian Rauch |
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Affiliation: | Institut für Anorganische Chemie, Julius‐Maximilians‐Universit?t Würzburg, Am Hubland, 97074 Würzburg (Germany) http://www‐anorganik.ak‐braunschweig.chemie.uni‐wuerzburg.de/ |
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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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Keywords: | boron diazo compounds heterocycles ring expansion synthetic methods |
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