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Synfacts 2006(8): 0790-0790
DOI: 10.1055/s-2006-941961
DOI: 10.1055/s-2006-941961
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York
Planarization of Conjugated Biaryls through B-N Interactions
A. Wakamiya, T. Taniguchi, S. Yamaguchi*
Nagoya University, Japan
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-941961-1.jpg)
Significance
The formation of a boron-nitrogen bond is utilized to constrain conjugated biaryl units in a fully coplanar conformation. Due to the extended conjugation that arises from the locked-in conformation, the resulting quateraryls exhibit improved electron mobility. Intramolecular Lewis acid coordination of the electron-poor thiazole unit also facilitates n-doping by lowering the LUMO levels.