A.S. and A.B. thank the Deutsche Forschungsgemeinschaft (DFG) for financial support.
Bis(phosphoryl)-Bridged Biphenyls by Radical Phosphanylation: Synthesis and Photophysical and Electrochemical Properties†
Article first published online: 25 OCT 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 50, pages 12094–12098, December 9, 2011
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
- Issue published online: 7 DEC 2011
- Article first published online: 25 OCT 2011
- Manuscript Received: 15 JUN 2011
- Deutsche Forschungsgemeinschaft (DFG)
- 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.