Solvent-free mechanochernical chlorination of hydrocarbons with CuCl2

被引:2
|
作者
Visnovsky, Jozef [1 ,2 ]
Billik, Peter [3 ,4 ]
Kubinec, Robert [1 ]
Podolec, Peter [1 ]
Szabo, Alexandra Hengerics [1 ]
Juriga, Martin [5 ]
Cabala, Radomir [6 ]
Kubincova, Janka [7 ]
Blasko, Jaroslav [1 ]
机构
[1] Comenius Univ, Inst Chem, Fac Nat Sci, Bratislava 84215, Slovakia
[2] SynthCluster SRO, Modra 90001, Slovakia
[3] Comenius Univ, Dept Inorgan Chem, Fac Nat Sci, Bratislava 84215, Slovakia
[4] Slovak Acad Sci, Dept Magnetometry, Inst Measurement Sci, Bratislava 84104, Slovakia
[5] Slovak Univ Technol Bratislava, Inst Chem & Hydraul Machines & Equipment, Fac Mech Engn, Bratislava 81231, Slovakia
[6] Charles Univ Prague, Dept Analyt Chem, Fac Sci, Prague 12843 2, Czech Republic
[7] Comenius Univ, Fac Pharm, Dept Chem Theory Drugs, Bratislava 83232, Slovakia
关键词
Mechanochemistry; High-energy ball milling; Chlorination; Hydrocarbons; CuCl2; MECHANOCHEMICAL DECHLORINATION; AROMATIC-HYDROCARBONS; MILLS;
D O I
10.1016/j.tetlet.2013.10.108
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Solvent-free chlorination of biphenyl and naphthalene was performed under mechanochemical stressing by high-energy ball milling (HEM) of a mixture of CuCl2 (95 wt %) and the hydrocarbon (5 wt %). The reactivity of the selected hydrocarbons towards CuCl2 during HEM partially correlates with their ionisation potentials (IP): hexadecane (9.91 eV) > biphenyl (8.27 eV) > naphthalene (8.14 eV). (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7180 / 7182
页数:3
相关论文
共 50 条
  • [1] STEREOCHEMISTRY OF CHLORINATION AND CHLOROIODINATION OF ALKYLPHENYLACETYLENES BY CUCL2
    UEMURA, S
    ONOE, A
    OKANO, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (23) : 925 - 926
  • [2] OXIDATIVE CHLORINATION OF TOLUENE IN THE PRESENCE OF CUCL2
    POTAPOV, AM
    RAFIKOV, SR
    [J]. BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1982, 31 (06): : 1188 - 1192
  • [3] Chlorination and thermal degradation of 2-chlorodibenzodioxin and dibenzofuran by CuCl2 or CuCl at 350 °C
    Visez, Nicolas
    Sawerysyn, Jean-Pierre
    [J]. CHEMOSPHERE, 2008, 73 (01) : S90 - S93
  • [4] Solvent-free mechanochemical chlorination of pyrazoles with trichloroisocyanuric acid
    Chen, Chi-Min
    Chen, Jia-Xin
    To, Ching Tat
    [J]. GREEN CHEMISTRY, 2023, 25 (07) : 2559 - 2562
  • [5] A facile solvent-free one-pot three-component Mannich reaction of aldehydes, amines and terminal alkynes catalysed by CuCl2
    Sharifi, Ali
    Mirzaei, Mojtaba
    Naimi-Jamal, M. Reza
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2007, (02) : 129 - 132
  • [6] Homocoupling of terminal alkynes catalyzed by CuCl under solvent-free conditions
    Xiao, Yan
    Gao, Jiyu
    Chen, Peng
    Chen, Guangliang
    Li, Zicheng
    Huang, Wencai
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2021, 45 (11-12) : 928 - 933
  • [7] STRUCTURE OF CUCL2 SOLUTIONS IN MIXED METHANOL-WATER SOLVENT
    ORLOV, VV
    ERMAKOV, VI
    SKOBELEV, SA
    ZAGORETS, PA
    [J]. ZHURNAL STRUKTURNOI KHIMII, 1971, 12 (02): : 220 - &
  • [8] On the Geometry of the CuCl2 Molecule
    [J]. Inorg Chem, 14 (3207):
  • [9] REACTIONS OF FLAVANONES WITH CUCL2
    WEBER, FG
    BIRKNER, E
    [J]. ZEITSCHRIFT FUR CHEMIE, 1979, 19 (08): : 292 - 293
  • [10] Restricting Effect of Solvent Aggregates on Distribution and Mobility of CuCl2 in Homogenous Catalysis
    Wang, Yongtao
    Wang, Guanqi
    Yao, Jia
    Li, Haoran
    [J]. ACS CATALYSIS, 2019, 9 (07) : 6588 - 6595