PHOTOINDUCED INTRAMOLECULAR ELECTRON-TRANSFER IN A BRIDGED C-60 (ACCEPTOR) ANILINE (DONOR) SYSTEM - PHOTOPHYSICAL PROPERTIES OF THE FIRST ACTIVE FULLERENE DIAD

被引:395
作者
WILLIAMS, RM
ZWIER, JM
VERHOEVEN, JW
机构
[1] Laboratory of Organic Chemistry, University of Amsterdam, 1018 WS Amsterdam
关键词
D O I
10.1021/ja00119a025
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A covalently functionalized fullerene comprising an electron donating aniline group coupled to the fullerene unit by a saturated heterocyclic bridge is shown to undergo a photoinduced intramolecular electron transfer process that causes quenching of the fluorescence of the adduct and strong decrease of triplet population in polar solvents. VIS-absorption, fluorescence and phosphorescence at 77 K, triplet-triplet absorption, time resolved fluorescence, and redox potentials of the fullerene adduct are presented. Analysis of the solvent dependence of the energetics of the intramolecular electron transfer is given and is in good agreement with the experimental results.
引用
收藏
页码:4093 / 4099
页数:7
相关论文
共 60 条
  • [1] C-60 EMBEDDED IN GAMMA-CYCLODEXTRIN - A WATER-SOLUBLE FULLERENE
    ANDERSSON, T
    NILSSON, K
    SUNDAHL, M
    WESTMAN, G
    WENNERSTROM, O
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (08) : 604 - 606
  • [2] NMR AND UV-VIS INVESTIGATION OF WATER-SOLUBLE FULLERENE-60-GAMMA-CYCLODEXTRIN COMPLEX
    ANDERSSON, T
    WESTMAN, G
    WENNERSTROM, O
    SUNDAHL, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (05): : 1097 - 1101
  • [3] PHOTOPHYSICAL PROPERTIES OF C60
    ARBOGAST, JW
    DARMANYAN, AP
    FOOTE, CS
    RUBIN, Y
    DIEDERICH, FN
    ALVAREZ, MM
    ANZ, SJ
    WHETTEN, RL
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (01) : 11 - 12
  • [4] PHOTOPHYSICAL PROPERTIES OF C-70
    ARBOGAST, JW
    FOOTE, CS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) : 8886 - 8889
  • [5] ARBOGAST JW, 1992, J AM CHEM SOC, V114, P2227
  • [6] BEBELAAR D, 1986, REV SCI INSTRUM, V57, P116
  • [7] THE DIELS-ALDER ADDUCT OF C-60 AND 4,5-DIMETHOXY-O-QUINODIMETHANE SYNTHESIS, CRYSTAL-STRUCTURE, AND DONOR-ACCEPTOR BEHAVIOR
    BELIK, P
    GUGEL, A
    KRAUS, A
    SPICKERMANN, J
    ENKELMANN, V
    FRANK, G
    MULLEN, K
    [J]. ADVANCED MATERIALS, 1993, 5 (11) : 854 - 856
  • [8] EXCITED-STATE ELECTRON-TRANSFER OF FULLERENES - SINGLET-STATES VERSUS TRIPLET-STATES
    CASPAR, JV
    WANG, Y
    [J]. CHEMICAL PHYSICS LETTERS, 1994, 218 (03) : 221 - 228
  • [9] FLUORESCENCE OF C-60 AND C-70
    CATALAN, J
    ELGUERO, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (20) : 9249 - 9252
  • [10] INTRAMOLECULAR LONG-DISTANCE ELECTRON-TRANSFER IN ORGANIC-MOLECULES
    CLOSS, GL
    MILLER, JR
    [J]. SCIENCE, 1988, 240 (4851) : 440 - 447