Alkylation of catechol with cyclohexene. Novel sterically hindered o-quinones and catechols

被引：14
|
作者：
Kocherova, T. N. [1 ]
Druzhkov, N. O. [1 ]
Martyanov, K. A. [1 ]
Shavyrin, A. S. [1 ]
Arsenyev, M., V [1 ]
Kulikova, T., I [1 ]
Baranov, E., V [1 ]
Kuropatov, V. A. [1 ]
Cherkasov, V. K. [1 ]
机构：
[1] Russian Acad Sci, GA Razuvaev Inst Organometall Chem, 49 Ul Tropinina, Nizhnii Novgorod 603950, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2020年 / 69卷 / 12期
基金：
俄罗斯科学基金会;
关键词：
o-quinones; catechols; redox-active ligands; alkylation; cyclohexene; DERIVATIVES; COMPLEXES; ESR;
D O I：
10.1007/s11172-020-3051-9
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A synthetic procedure for the preparation of sterically hindered catechols and o-quinones by the reaction of catechol with cyclohexene was developed. Novel cyclohexyl substituted catechols displayed remarkable stability during redox transformations and could be used as redoxactive ligands.
引用
收藏
页码：2383 / 2389
页数：7
相关论文
共 14 条
  • [1] Alkylation of catechol with cyclohexene. Novel sterically hindered o-quinones and catechols
    T. N. Kocherova
    N. O. Druzhkov
    K. A. Martyanov
    A. S. Shavyrin
    M. V. Arsenyev
    T. I. Kulikova
    E. V. Baranov
    V. A. Kuropatov
    V. K. Cherkasov
    Russian Chemical Bulletin, 2020, 69 : 2383 - 2389
  • [2] Alkylation of Catechol with Benzhydrol: Unusual Regioselectivity in the Synthesis of o-Quinones and Catechols
    Cherkasov, Vladimir K.
    Abakumov, Gleb A.
    Shavyrin, Andrey S.
    Kuz'michev, Vsevolod V.
    Baranov, Evgeny V.
    Smolyaninov, Ivan V.
    Kuropatov, Viacheslav A.
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 4 (05) : 446 - 451
  • [3] Reaction of 3,6-di-tert-butyl-o-benzoquinone with dimedone. Functionalized derivatives of hindered o-quinones and catechols
    Abakumov, GA
    Nevodchikov, VI
    Zaitova, NV
    Druzhkov, NO
    Abakumova, LG
    Kurskii, YA
    Cherkasov, VK
    RUSSIAN CHEMICAL BULLETIN, 1997, 46 (12) : 2093 - 2095
  • [4] Imination of Sterically Unshielded o-Quinones in the Coordination Sphere of Zinc (II)
    Kocherova, Tatiana N.
    Martyanov, Konstantin A.
    Rumyantcev, Roman V.
    Druzhkov, Nikolay O.
    Kuropatov, Viacheslav A.
    CHEMISTRYSELECT, 2024, 9 (22):
  • [5] Trans-etherification of catechol-type benzylic ether with diols as a route to new sterically hindered bis-catechols
    Zhiganshina, Elnara R.
    Arsenyev, Maxim V.
    Shavyrin, Andrey S.
    Baranov, Evgeny V.
    Chesnokov, Sergey A.
    MENDELEEV COMMUNICATIONS, 2019, 29 (01) : 91 - 93
  • [6] Functionalized derivatives of sterically hindered o-quinones and pyrocatechols. 3,6-di-tert-butyl-4-dicyanometyl-1,2-benzoquinone and its isomers
    Abakumov, GA
    Nevodchikov, VI
    Zaitova, NV
    Druzhkov, NO
    Abakumova, LG
    Kurskii, YA
    Cherkasov, VK
    RUSSIAN CHEMICAL BULLETIN, 1997, 46 (02) : 337 - 340
  • [7] Oxidative addition reaction of o-quinones to triphenylantimony:: novel triphenylantimony catecholate complexes
    Cherkasov, VK
    Grunova, EV
    Poddel'sky, AI
    Fukin, GK
    Kurskii, YA
    Abakumova, LG
    Abakumov, GA
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (05) : 1273 - 1281
  • [8] Functionalization of sterically hindered catechol and o-benzoquinone with 2,2,6,6-tetramethylpiperidine 1-oxyl
    Druzhkov, N. O.
    Egorova, E. N.
    Arsen'ev, M. V.
    Baranov, E. V.
    Cherkasov, V. K.
    RUSSIAN CHEMICAL BULLETIN, 2016, 65 (12) : 2855 - 2860
  • [9] Redox cycling of polycyclic aromatic hydrocarbon o-quinones:: metal ion-catalyzed oxidation of catechols bypasses inhibition by superoxide dismutase
    Jarabak, R
    Harvey, RG
    Jarabak, J
    CHEMICO-BIOLOGICAL INTERACTIONS, 1998, 115 (03) : 201 - 213
  • [10] The role of human aldo-keto reductases in the metabolic activation and detoxication of polycyclic aromatic hydrocarbons: interconversion of PAH catechols and PAH o-quinones
    Zhang, Li
    Jin, Yi
    Huang, Meng
    Penning, Trevor M.
    FRONTIERS IN PHARMACOLOGY, 2012, 3
12