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Palladium‐Catalyzed and Hybrid Acids‐Assisted Synthesis of [60]Fulleroazepines in One Pot under Mild Conditions: Annulation of

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Abstract:

Abstract

An extraordinarily efficient hybrid acids‐assisted, palladium‐catalyzed and chelating‐group‐assisted CH bond activation of N‐sulfonyl‐2‐aminobiaryls and their annulations with [60]fullerene via sequential CC and CN bond formation at room temperature to afford [60]fulleroazepines is demonstrated. The formation of [60]fulleroazepines is highly regioselective and tolerant to both electron‐withdrawing and electron‐donating groups on the aryl moiety and the reaction gives monofunctionalized fullerenes in good yields (up to 54% isolated yield and 92% based on converted C60).

Document Type: Research Article

DOI: https://doi.org/10.1002/adsc.201200314

Affiliations: Department of Applied Chemistry, National Chiao Tung University, Hsinchu 30010, Taiwan, R.O.C. phone: (+886)-35731858, Fax: (+886)-35723764

Publication date: 2012-09-17

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