A.S. and A.B. thank the Deutsche Forschungsgemeinschaft (DFG) for financial support.
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Communication
Bis(phosphoryl)-Bridged Biphenyls by Radical Phosphanylation: Synthesis and Photophysical and Electrochemical Properties†
Article first published online: 25 OCT 2011
DOI: 10.1002/anie.201104114
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 50, Issue 50, pages 12094–12098, December 9, 2011
Additional Information
How to Cite
Bruch, A., Fukazawa, A., Yamaguchi, E., Yamaguchi, S. and Studer, A. (2011), Bis(phosphoryl)-Bridged Biphenyls by Radical Phosphanylation: Synthesis and Photophysical and Electrochemical Properties. Angew. Chem. Int. Ed., 50: 12094–12098. doi: 10.1002/anie.201104114
- †
Publication History
- Issue published online: 7 DEC 2011
- Article first published online: 25 OCT 2011
- Manuscript Received: 15 JUN 2011
Funded by
- Deutsche Forschungsgemeinschaft (DFG)
Keywords:
- biaryls;
- fluorescence;
- phospholes;
- conjugation;
- radical arylation
The efficient fourfold radical phosphanylation of 2,2,2′,2′-tetrabromobiphenyl with a bis(stannyl)phosphane followed by oxidation produces a highly strained biphenyl with two phosphoryl bridges (see picture). Extended π-conjugated compounds consisting of this core unit can be also synthesized by using the same approach. The two phosphoryl bridges significantly alter the electronic structure, making this biphenyl a unique electron-accepting scaffold.