Synthesis and structure of the highly chlorinated [60]fullerene C60Cl30 with a drum-shaped carbon cage

被引:123
作者
Troshin, PA [1 ]
Lyubovskaya, RN
Ioffe, IN
Shustova, NB
Kemnitz, E
Troyanov, SZ
机构
[1] Russian Acad Sci, Inst Problems Chem Phys, Moscow 142432, Russia
[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia
[3] Humboldt Univ, Inst Chem, D-12489 Berlin, Germany
关键词
chlorination; density functional calculations; fullerenes; structure elucidation;
D O I
10.1002/anie.200461531
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chlorination of C60 with SbCl5, ICl, or ICl 3 at 220-250 °C gives the highly chlorinated fullerene C 60Cl30. The carbon cage of the C60Cl 30 molecule has a unique cylindrical shape (see picture), composed of two aromatic six-membered rings located opposite each other and one equatorial aromatic 18π trannulene belt. DFT calculations suggest that C 60Cl30 is the final product of [60]fullerene chlorination.
引用
收藏
页码:234 / 237
页数:4
相关论文
共 22 条
  • [1] PREPARATION AND C-13 NMR SPECTROSCOPIC CHARACTERIZATION OF C-60CL6
    BIRKETT, PR
    AVENT, AG
    DARWISH, AD
    KROTO, HW
    TAYLOR, R
    WALTON, DRM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (15) : 1230 - 1232
  • [2] PREPARATION AND CHARACTERIZATION OF C60BR6 AND C60BR8
    BIRKETT, PR
    HITCHCOCK, PB
    KROTO, HW
    TAYLOR, R
    WALTON, DRM
    [J]. NATURE, 1992, 357 (6378) : 479 - 481
  • [3] C60F18O, the first characterised intramolecular fullerene ether
    Boltalina, OV
    de La Vaissière, B
    Fowler, PW
    Hitchcock, PB
    Sandall, JPB
    Troshin, PA
    Taylor, R
    [J]. CHEMICAL COMMUNICATIONS, 2000, (14) : 1325 - 1326
  • [4] Design and synthesis of multi-component 18π annulenic fluorofullerene ensembles suitable for donor-acceptor applications
    Burley, GA
    Avent, AG
    Gol'dt, IV
    Hitchcock, PB
    Al-Matar, H
    Paolucci, D
    Paolucci, F
    Fowler, PW
    Soncini, A
    Street, JM
    Taylor, R
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (03) : 319 - 329
  • [5] A diatropic ring current in a fluorofullerene trannulene
    Burley, GA
    Fowler, PW
    Soncini, A
    Sandall, JPB
    Taylor, R
    [J]. CHEMICAL COMMUNICATIONS, 2003, (24) : 3042 - 3043
  • [6] Evidence for η6 coordination to a fullerene
    Francis, MD
    Boltalina, OV
    Nixon, JF
    Taylor, R
    [J]. FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2003, 11 (02) : 115 - 120
  • [7] 'Fluorine dance' on the fullerene surface
    Gakh, AA
    Tuinman, AA
    [J]. TETRAHEDRON LETTERS, 2001, 42 (41) : 7137 - 7139
  • [8] Loss of chlorine from C60 and C70 chlorides
    Heymann, D
    Cataldo, F
    Fokkens, R
    Nibbering, NMM
    Vis, RD
    [J]. FULLERENE SCIENCE AND TECHNOLOGY, 1999, 7 (02): : 159 - 180
  • [9] Single crystal X-ray structure of tetrahedral C60F36:: the most aromatic and distorted fullerene
    Hitchcock, PB
    Taylor, R
    [J]. CHEMICAL COMMUNICATIONS, 2002, (18) : 2078 - 2079
  • [10] Fast evaluation of density functional exchange-correlation terms using the expansion of the electron density in auxiliary basis sets
    Laikov, DN
    [J]. CHEMICAL PHYSICS LETTERS, 1997, 281 (1-3) : 151 - 156