Synthesis and transformation of a novel methano[60]fullerene having a formyl group

被引:23
作者
Hamada, M [1 ]
Hino, T [1 ]
Kinbara, K [1 ]
Saigo, K [1 ]
机构
[1] Univ Tokyo, Grad Sch Frontier Sci, Dept Integrated Biosci, Bunkyo Ku, Hongo, Tokyo 1138656, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/S0040-4039(01)00944-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of [60]fullerene with a dimethylsulfonium alpha -formylalkylide gave a novel methano[60]fullerene having a formyl group at the bridge-head carbon, This 2.2-[60]fulleroalkanal was readily converted into a variety of N-aryl-2,2-[60]fulleroaldimines by condensation with aromatic amines: one of them showed efficient quenching of the fluorescence of the [60]fullerene core, due to a photoinduced intramolecular electron transfer. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5069 / 5071
页数:3
相关论文
共 15 条
  • [1] SYNTHESIS AND CHARACTERIZATION OF DIETHYNYLMETHANOBUCKMINSTERFULLERENE, A BUILDING-BLOCK FOR MACROCYCLIC AND POLYMERIC CARBON ALLOTROPES
    AN, YZ
    RUBIN, Y
    SCHALLER, C
    MCELVANY, SW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (11) : 2927 - 2929
  • [2] CYCLOPROPYLATION OF FULLERENES
    BINGEL, C
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (08): : 1957 - 1959
  • [3] SYNTHESES, STRUCTURES, AND PROPERTIES OF METHANOFULLERENES
    DIEDERICH, F
    ISAACS, L
    PHILP, D
    [J]. CHEMICAL SOCIETY REVIEWS, 1994, 23 (04) : 243 - 255
  • [4] Covalent fullerene chemistry
    Diederich, F
    Thilgen, C
    [J]. SCIENCE, 1996, 271 (5247) : 317 - 323
  • [5] Supramolecular fullerene chemistry
    Diederich, F
    Gómez-López, M
    [J]. CHEMICAL SOCIETY REVIEWS, 1999, 28 (05) : 263 - 277
  • [6] ELECTROCHEMICALLY INDUCED ISOMERIZATION OF A FULLEROID TO A METHANOFULLERENE
    EIERMANN, M
    WUDL, F
    PRATO, M
    MAGGINI, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (18) : 8364 - 8365
  • [7] FULLERENE POLYMERS
    HIRSCH, A
    [J]. ADVANCED MATERIALS, 1993, 5 (11) : 859 - 861
  • [8] IMPROVED PURIFICATION OF C-60 AND FORMATION OF SIGMA-HOMOAROMATIC AND PI-HOMOAROMATIC METHANO-BRIDGED FULLERENES BY REACTION WITH ALKYL DIAZOACETATES
    ISAACS, L
    WEHRSIG, A
    DIEDERICH, F
    [J]. HELVETICA CHIMICA ACTA, 1993, 76 (03) : 1231 - 1250
  • [9] STRUCTURES AND CHEMISTRY OF METHANOFULLERENES - A VERSATILE ROUTE INTO N-[(METHANOFULLERENE)CARBONYL]-SUBSTITUTED AMINO-ACIDS
    ISAACS, L
    DIEDERICH, F
    [J]. HELVETICA CHIMICA ACTA, 1993, 76 (07) : 2454 - 2464
  • [10] Novel copolyamides containing [60]fullerene in the main chain
    Li, J
    Yoshizawa, T
    Ikuta, M
    Ozawa, M
    Nakahara, K
    Hasegawa, T
    Kitazawa, K
    Hayashi, M
    Kinbara, K
    Nohara, M
    Saigo, K
    [J]. CHEMISTRY LETTERS, 1997, (10) : 1037 - 1038