Metal-Mediated Synthesis of 1,4-Di-tert-butyl-1,4-azaborine

Completing the set: Although 1,2‐azaborine is known, little is known about the 1,3‐ and 1,4‐analogues. Now a simple, controlled synthesis of 1,2‐di‐tert‐butyl‐1,2‐azaborine from acetylene and di‐tert‐butyliminoborane has been achieved by a metal‐mediated formal [2+2+2] cycloaddition reaction. A 1,2‐...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-10, Vol.51 (40), p.10034-10037
Main Authors: Braunschweig, Holger, Damme, Alexander, Jimenez-Halla, J. Oscar C., Pfaffinger, Bernd, Radacki, Krzysztof, Wolf, Justin
Format: Article
Language:English
Subjects:
acetylene
boron
boron heterocycles
cyclization
rhodium
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Summary:Completing the set: Although 1,2‐azaborine is known, little is known about the 1,3‐ and 1,4‐analogues. Now a simple, controlled synthesis of 1,2‐di‐tert‐butyl‐1,2‐azaborine from acetylene and di‐tert‐butyliminoborane has been achieved by a metal‐mediated formal [2+2+2] cycloaddition reaction. A 1,2‐azaborete pianostool complex was identified as an reaction intermediate.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201205795