This work was supported by a Grant-in-Aid for Scientific Research (A) and for Encouragement of Young Scientists, and by a Grant-in-Aid for Scientific Research on Priority Areas “Advanced Molecular Transformations of Carbon Resources” from the Ministry of Education Culture, Sports, Science, and Technology (Japan). T.D. also thanks the Industrial Technology Research Grant Program from the New Energy and Industrial Technology Development Organization (NEDO) of Japan. We are grateful to Dr. S. Obika for his help with X-ray analysis.
Oxidative Cross-Coupling of Arenes Induced by Single-Electron Transfer Leading to Biaryls by Use of Organoiodine(III) Oxidants†
Article first published online: 13 DEC 2007
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 47, Issue 7, pages 1301–1304, February 1, 2008
How to Cite
Dohi, T., Ito, M., Morimoto, K., Iwata, M. and Kita, Y. (2008), Oxidative Cross-Coupling of Arenes Induced by Single-Electron Transfer Leading to Biaryls by Use of Organoiodine(III) Oxidants. Angew. Chem. Int. Ed., 47: 1301–1304. doi: 10.1002/anie.200704495
- Issue published online: 25 JAN 2008
- Article first published online: 13 DEC 2007
- Manuscript Received: 29 SEP 2007
- Ministry of Education Culture, Sports, Science, and Technology (Japan)
- CC coupling;
- hypervalent compounds;
Cross-coupling goes green: The direct oxidative cross-coupling reaction of naphthalenes and other electron-rich arenes with mesitylenes has been achieved in high yields using hypervalent iodine(III) reagents. The key for reaction success is the exclusive generation of cation radical intermediates of naphthalenes and the use of mesitylenes as the reactive and less dimerizable nucleophiles. R = alkyl, aryl, halogen, ester, alkoxy, etc.