Synthesis and properties of pyrazolino[60]fullerene-donor systems

被引:39
作者
Espíldora, E
Delgado, JL
de la Cruz, P
de la Hoz, A
López-Arza, V
Langa, F [1 ]
机构
[1] Univ Castilla La Mancha, Fac Ciencias Med Ambiente, Dept Quim Organ, Toledo 45071, Spain
[2] Univ Castilla La Mancha, Escuela Ingenieros Tecn Ind, Toledo 45071, Spain
[3] Univ Castilla La Mancha, Fac Ciencias Quim, Toledo 45071, Spain
关键词
fullerene; electron transfer; electrochemistry;
D O I
10.1016/S0040-4020(02)00552-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of pyrazolino[60]fullerenes has been prepared in one pot by 1,3-dipolar cycloaddition to C-60 of the corresponding nitrile in-tine, which was generated in situ from the corresponding hydrazone. A range of donors and acceptors were introduced as substituents. Electrochemical and photophysical studies have revealed weak ground-state interactions between the organic addends and the fullerene sphere. Steady-state fluorescence has shown that, in both toluene and benzonitrile solutions, an efficient electron transfer process takes place when a strong donor is attached to the pyrazolino[60]fullerene system. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5821 / 5826
页数:6
相关论文
共 35 条
  • [1] Alkorta I, 2000, J PHYS ORG CHEM, V13, P372, DOI 10.1002/1099-1395(200007)13:7<372::AID-POC261>3.3.CO
  • [2] 2-C
  • [3] Synthesis of new C60-donor dyads by reaction of pyrazolylhydrazones with [60]fullerene under microwave irradiation
    de la Cruz, P
    Díaz-Ortiz, A
    García, JJ
    Gómez-Escalonilla, MJ
    de la Hoz, A
    Langa, F
    [J]. TETRAHEDRON LETTERS, 1999, 40 (08) : 1587 - 1590
  • [4] de la Hoz A, 2000, EUR J ORG CHEM, V2000, P3659
  • [5] Electrochemistry of fullerenes and their derivatives
    Echegoyen, L
    Echegoyen, LE
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (09) : 593 - 601
  • [6] Fullerene-oligophenylenevinylene hybrids: Synthesis, electronic properties, and incorporation in photovoltaic devices
    Eckert, JF
    Nicoud, JF
    Nierengarten, JF
    Liu, SG
    Echegoyen, L
    Barigelletti, F
    Armaroli, N
    Ouali, L
    Krasnikov, V
    Hadziioannou, G
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (31) : 7467 - 7479
  • [7] Synthesis and photophysical properties of steroid linked porphyrin-fullerene hybrids
    Fong, R
    Schuster, DI
    Wilson, SR
    [J]. ORGANIC LETTERS, 1999, 1 (05) : 729 - 732
  • [8] Gouloumis A, 2000, CHEM-EUR J, V6, P3600, DOI 10.1002/1521-3765(20001002)6:19<3600::AID-CHEM3600>3.3.CO
  • [9] 2-S
  • [10] Excited-state properties of C60 fullerene derivatives
    Guldi, DM
    Prato, M
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (10) : 695 - 703