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Oxidative Cross-Coupling of Arenes Induced by Single-Electron Transfer Leading to Biaryls by Use of Organoiodine(III) Oxidants

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  • 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.

Abstract

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Die direkte oxidative Kreuzkupplung von Naphthalinen oder anderen elektronenreichen Arenen mit Mesitylenen durch hypervalente Iod(III)-Reagentien ergibt hohe Ausbeuten. Entscheidend sind dabei die selektive Bildung der Radikalkationen aus den Naphthalinen und der Einsatz von Mesitylenen als reaktive Nucleophile, die kaum zur Dimerisierung neigen. R = Alkyl, Aryl, Halogen, Estergruppe, Alkoxy usw.

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