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Evidence of Oxygen Activation in the Reaction between an N-Heterocyclic Carbene and M3N@Ih(7)-C80: An Unexpected Method of Steric Hindrance Release.
Chen, Muqing; Shen, Wangqiang; Peng, Ping; Bao, Lipiao; Zhao, Shasha; Xie, Yunpeng; Jin, Peng; Fang, Hongyun; Li, Fang-Fang; Lu, Xing.
Afiliación
  • Chen M; Department of Materials Physics, School of Physics and Mechanical& Electronical Engineering, Hubei University of Education 129 Gaoxin Second Road, Wuhan Hi-Tech Zone, Wuhan 430205, P.R. China.
  • Shen W; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Peng P; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Bao L; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Zhao S; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Xie Y; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Jin P; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Fang H; School of Materials Science and Engineering, Hebei University of Technology , Tianjin 300130, P. R. China.
  • Li FF; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
  • Lu X; State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology , 1037 Luoyu Road, Wuhan 430074, P.R. China.
J Org Chem ; 82(7): 3500-3505, 2017 04 07.
Article en En | MEDLINE | ID: mdl-28271713
ABSTRACT
We herein demonstrate for the first time the unexpected oxygen-involving reaction between M3N@Ih(7)-C80 (M = Sc, Lu) and 1,3-bis(diisopropylphenyl)imidazol-2-ylene (1). By introducing a tiny amount of oxygen into the reaction, unprecedented products (2a for Sc3N@C80 and 3a for Lu3N@C80) with the normal carbene center C2 singly bonded to a triple hexagonal junction (THJ) cage carbon together with an oxygen atom bridging the same THJ carbon atom and a neighboring carbon atom forming an epoxy structure are obtained. In situ mechanism study, in combination with theoretical calculations, reveals that the bond-breaking peroxidation facilitates the formation of the unexpected products 2a and 3a, providing new insight into fullerene chemistry.
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Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2017 Tipo del documento: Article
Texto completo
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Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2017 Tipo del documento: Article