Formation of complex organics from acetylene catalyzed by ionized benzene

被引:22
作者
Momoh, Paul O. [1 ]
Soliman, Abdel-Rahman [1 ]
Meot-Ner, Michael [1 ]
Ricca, Alessandra [1 ]
El-Shall, M. Samy [1 ]
机构
[1] Virginia Commonwealth Univ, Dept Chem, Richmond, VA 23284 USA
关键词
D O I
10.1021/ja803282c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We present direct evidence for low temperature associative charge transfer (ACT) reactions of acetylene onto the benzene cation that catalyze the conversion of acetylene molecules into polymerized cations and for high temperature addition/elimination reactions that lead to the generation of naphthalene-type ions. At low temperatures acetylene molecules bind noncovalently to the benzene cation, where partial charge transfer from the ion activates an acetylene molecule for addition polymerization with other associated acetylene molecules, thus amounting to catalytic cyclization/polymerization of the acetylene molecules. At high temperatures the barrier of the covalent addition of acetylene to the benzene cation to form a styrene-type ion is measured as 3.5 kcal/mol. The second acetylene addition followed by H elimination to form a naphthalene-type ion is calculated to be highly exothermic and without a barrier, These reactions can explain the formation of complex organics by gas phase ion-molecule reactions under a wide range of temperatures and pressures in astrochemical environments.
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页码:12848 / +
页数:3
相关论文
共 23 条
  • [1] Alexander CMO, 2001, SCIENCE, V293, P64
  • [2] [Anonymous], 1997, PHYS CHEM SOLAR SYST
  • [3] Mechanisms for the growth of polycyclic aromatic hydrocarbon (PAH) cations
    Bauschlicher, CW
    Ricca, A
    Rosi, M
    [J]. CHEMICAL PHYSICS LETTERS, 2002, 355 (1-2) : 159 - 163
  • [4] FORMATION OF C10H8+ FROM THE BENZENE RADICAL CATION - A CASE FOR THE GROWTH OF POLYCYCLIC AROMATIC HYDROCARBON IONS BY ION MOLECULE REACTIONS IN THE GAS-PHASE
    BOHME, DK
    WLODEK, S
    ZIMMERMAN, JA
    EYLER, JR
    [J]. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES, 1991, 109 : 31 - 47
  • [5] PAH AND FULLERENE IONS AND ION MOLECULE REACTIONS IN INTERSTELLAR AND CIRCUMSTELLAR CHEMISTRY
    BOHME, DK
    [J]. CHEMICAL REVIEWS, 1992, 92 (07) : 1487 - 1508
  • [6] Detection of acetylene in the infrared spectrum of comet Hyakutake
    Brooke, TY
    Tokunaga, AT
    Weaver, HA
    Crovisier, J
    BockeleeMorvan, D
    Crisp, D
    [J]. NATURE, 1996, 383 (6601) : 606 - 608
  • [7] Infrared Space Observatory's discovery of C4H2, C6H2, and benzene in CRL 618
    Cernicharo, J
    Heras, AM
    Tielens, AGGM
    Pardo, JR
    Herpin, F
    Guélin, M
    Waters, LBFM
    [J]. ASTROPHYSICAL JOURNAL, 2001, 546 (02) : L123 - L126
  • [8] DHENDECOURT LB, 1982, ASTRON ASTROPHYS, V109, pL12
  • [9] Frisch M. J., 2003, GAUSSIAN 03 REV B05
  • [10] Associative charge transfer reactions. temperature effects and mechanism of the gas-phase polymerization of propene initiated by a benzene radical cation
    Ibrahim, Yehia
    Mautner, Michael Meot-Ner
    El-Shall, M. Samy
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2006, 110 (27) : 8585 - 8592