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J-GLOBAL ID：201702224981865864   Reference number：17A0918737

Regioselective Grignard Addition to the Bridgehead Double Bond of Alkylazafulleroids through N-Mg Coordination

N-Mg配位によるアルキルアザフラロイドのブリッジヘッド二重結合への位置選択的Grignard付加

Author (4)： Ikuma Naohiko (Division of Applied Chemistry, Graduate School of Engineering, Osaka University) ,  Nakagawa Koji (Division of Applied Chemistry, Graduate School of Engineering, Osaka University) ,  Kokubo Ken (Division of Applied Chemistry, Graduate School of Engineering, Osaka University) ,  Oshima Takumi (Division of Applied Chemistry, Graduate School of Engineering, Osaka University)
Material： Chemistry Letters  (Chem Lett)
Volume： 46  Issue： 7  Page： 947-949(J-STAGE)  Publication year： 2017 
JST Material Number： S0742A  ISSN： 0366-7022  CODEN： CMLTAG  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： fullerene ,  *Grignard reaction ,  *addition reaction ,  chemical reaction ,  density functional method ,  Grignard reagent ,  *selectivity ,  *double bond ,  Methylation ,  base catalytic reaction ,  13C NMR ,  ultraviolet and visible absorption spectrum ,  regioselective reaction ,  *regioselectivity ,  aliphatic iodine compound
Semi thesaurus term： regiospecific reaction ,  DFT calculation ,  *location-selectivity

Author keywords (3)： Fullerene ,  Grignard addition ,  DFT calculation

JST classification (2)： Addition reaction,elimination reaction  (CF02030M) ,  Atomic and molecular clusters  (BH09030O)

Substance index (1)： Methyl iodide

Reference (32)：

• 1) Several early examples of nucleophilic additions to C₆₀ are as follows: a) A. Hirsch, A. Soi, H. R. Karfunhel, Angew. Chem., Int. Ed. Engl. 1992, 31, 766 (Li and Mg reagents).
• 1) b) M. Keshavarz-K, B. Knight, G. Srdanov, F. Wudl, J. Am. Chem. Soc. 1995, 117, 11371 (cyanide).
• 1) c) C. Bingel, Chem. Ber. 1993, 126, 1957 (bromomalonate).
• 1) d) A. Hirsch, Q. Li, F. Wudl, Angew. Chem., Int. Ed. Engl. 1991, 30, 1309 (amine).
• 1) e) J. Li, A. Takeuchi, M. Ozawa, X. Li, K. Saigo, K. Kitazawa, J. Chem. Soc., Chem. Commun. 1993, 1784 (hydroxide).

Terms in the title (3)： ブリッジ ,  二重結合 ,  位置選択