Catalytic epoxidation of 5-vinyl-2-norbornene with organic hydroperoxides

被引：0
|
作者：
Osokin, MY [1 ]
Karpov, OP
Kryukov, SI
Surovtsev, AA
Osokin, YG
Bychkov, BN
机构：
[1] Yaroslavl State Tech Univ, Yaroslavl, Russia
[2] OAO Yarsintez Res Inst, Yaroslavl, Russia
来源：
PETROLEUM CHEMISTRY | 2000年 / 40卷 / 06期
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5-Vinyl-2-norbornene is epoxidized with tert-butyl, tert-amyl, or cumyl hydroperoxide in the presence of molybdenyl ethanediolate at either or both of the double bonds of the hydrocarbon to afford preferentially 2,3-epoxy-5-vinylnorbornane. The reactivity of tert-alkyl hydroperoxides correlates with their structure characterized by the Taft polar substituent constants. The rho* value found to be 1.08 confirms the electrophilic character of the catalytic hydroperoxide epoxidation and indicates a low polarity of the activated complex of the reaction.
引用
收藏
页码：410 / 414
页数：5
相关论文
共 50 条
  • [31] Evaluation of catalytic efficiency of a triple-site phase transfer catalyst and the kinetics of dichlorocarbene addition to 5-vinyl-2-norbornene
    Vivekanand, P. A.
    Balakrishnan, T.
    CATALYSIS COMMUNICATIONS, 2009, 10 (15) : 1962 - 1966
  • [32] Synthesis and properties of high-energy-density hydrocarbons based on 5-vinyl-2-norbornene
    Shorunov, Sergey V.
    Zarezin, Danil P.
    Samoilov, Vadim O.
    Rudakova, Marina A.
    Borisov, Roman S.
    Maximov, Anton L.
    Bermeshev, Maxim V.
    FUEL, 2021, 283
  • [33] ISOMERIZATION OF 5-VINYL-2-NORBORNENE CATALYZED BY BETA-DIKETONATES OF COBALT AND ETHYLALUMINUM COMPOUNDS
    PILLAI, SM
    REACTION KINETICS AND CATALYSIS LETTERS, 1994, 52 (01): : 35 - 41
  • [34] High/very high molecular weight EPDM with 5-vinyl-2-norbornene as third monomer
    Dees, Michiel
    Van Duin, Martin
    Twigg, Chris
    Dikland, Herman
    Rubber World, 2009, 240 (05): : 13 - 24
  • [35] REARRANGEMENT OF 5-VINYL-2-NORBORNENE TO 3A, 4, 7, 7A-TETRAHYDROINDENE
    MAEDA, T
    MURANAKA, M
    HAMANAKA, S
    OGAWA, M
    NIPPON KAGAKU KAISHI, 1974, (08) : 1587 - 1589
  • [36] Addition polymerisation of 5-vinyl-2-norbornene with nickel bis(acetyl acetonate)/methylaluminoxane system
    Zhao, CT
    Ribeiro, MD
    Portela, MF
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 185 (1-2) : 81 - 85
  • [37] Influence of the Nature of Chemical Modification of Addition Poly(5-vinyl-2-norbornene) on the Gas Permeability of Hydrocarbons
    Wozniak, A., I
    Borisov, I. L.
    Bermesheva, E., V
    Zarezin, D. P.
    Volkov, A. V.
    Finkelstein, E. Sh
    Bermeshev, M., V
    POLYMER SCIENCE SERIES B, 2020, 62 (03) : 218 - 224
  • [38] Kinetics of the oxidation of 5-vinyl-2-norbornene under two-phase-transfer catalysis conditions
    Wang, ML
    Huang, TH
    Wu, WT
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2002, 41 (03) : 518 - 523
  • [39] QUANTITATIVE ASSESSMENT OF THE BRANCHING ARCHITECTURE OF EPDM WITH HIGH CONTENT OF 5-VINYL-2-NORBORNENE AS THIRD MONOMER
    Dullaert, Konraad
    Van Doremaele, Gerard
    Van Duin, Martin
    Dikland, Herman
    RUBBER CHEMISTRY AND TECHNOLOGY, 2013, 86 (04): : 503 - 520
  • [40] Modifications of addition poly(5-vinyl-2-norbornene) and gas-transport properties of the obtained polymers
    Wozniak, Alyona I.
    Bermesheva, Evgeniya V.
    Andreyanov, Fedor A.
    Borisov, Ilya L.
    Zarezin, Danil P.
    Bakhtin, Danila S.
    Gavrilova, Natalia N.
    Ilyasov, Igor R.
    Nechaev, Mikhail S.
    Asachenko, Andrey F.
    Topchiy, Maxim A.
    Volkov, Alexey V.
    Finkelshtein, Eugene Sh.
    Ren, Xiang-Kui
    Bermeshev, Maxim V.
    REACTIVE & FUNCTIONAL POLYMERS, 2020, 149
12345