Synthesis and chemical properties of polyacetylenic derivatives of benzo- and dibenzo-crown ethers

被引:7
|
作者
Klyatskaya, SV [1 ]
Tretyakov, EV [1 ]
Vasilevsky, SF [1 ]
机构
[1] Russian Acad Sci, Inst Chem Kinet & Combust, Siberian Branch, Novosibirsk 630090, Russia
关键词
benzocrown ethers; alkynes; cross-coupling reaction; polyethynylbenzocrown ethers; aminoalkylation; the retro-Favorsky reaction; the Mannich reaction; homogeneous catalysis;
D O I
10.3998/ark.5550190.0004.d04
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4',5'-Diethynylbenzo-15-crown-5-(6), 4', 5'(5")-diethynyldibenzo-18-crown-6(10, 11) and 4',5',4",5"'-tetraethynyl-dibenzo-18-crown-6(12) ethers were synthesized by cross-coupling of the corresponding di- and tetra-iodides (1-4) with trimethylsilylacetylene (5a) or 2-methylbut-3-yn-2-ol(5c) followed by treatment of the resulting products with alkali. The Mannich reaction with the di- and tetraethynyl derivatives was also carried out.
引用
收藏
页码:21 / 34
页数:14
相关论文
共 50 条
  • [1] QUINONES OF BENZO-CROWN AND DIBENZO-CROWN ETHERS
    DIETL, F
    GIERER, G
    MERZ, A
    SYNTHESIS-STUTTGART, 1985, (6-7): : 626 - 631
  • [2] BENZO- AND DIBENZO-CROWN ETHERS SUBSTITUTED WITH (AZULENE-1-YL) AZO CHROMOPHORES. SYNTHESIS AND PROPERTIES
    Razus, Alexandru C.
    Birzan, Liviu
    Tecuceanu, Victorita
    Cristea, Mihaela
    Hanganu, Anamaria
    REVUE ROUMAINE DE CHIMIE, 2012, 57 (11) : 987 - 995
  • [3] Microwave-Assisted Synthesis of Dibenzo-Crown Ethers
    Torrejos, Rey Eliseo C.
    Nisola, Grace M.
    Beltran, Arnel B.
    Park, Myoung Jun
    Patil, Basavaraj R.
    Lee, Seong-Poong
    Seo, Jeong Gil
    Chung, Wook-Jin
    LETTERS IN ORGANIC CHEMISTRY, 2014, 11 (02) : 109 - 115
  • [4] BENZO- AND DIBENZO-CROWN ETHERS SUBSTITUTED WITH (AZULENE-1-YL)-IMINO OR (AZULENE-1-YL)-CARBONYL GROUPS
    Razus, Alexandru C.
    Birzan, Liviu
    Tecuceanu, Victorita
    Cristea, Mihaela
    Hanganu, Anamaria
    REVUE ROUMAINE DE CHIMIE, 2011, 56 (04) : 335 - +
  • [5] Synthesis and configuration of dibenzo-crown ethers derived from salicyl alcohol
    Huang, Shu
    Meng, Jie
    Mao, Zhi-Hua
    Tian, Bao-Zhi
    1746, Higher Education Press, Beijing, China (16):
  • [6] Synthesis and configuration of dibenzo-crown ethers derived from salicyl alcohol
    Huang, S
    Meng, J
    Mao, ZH
    Tian, BZ
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 1995, 16 (11): : 1744 - 1746
  • [7] Halogen derivatives of benzo- and dibenzocrown ethers: synthesis, structure, properties and application
    Pluzhnik-Gladyr, S. M.
    RUSSIAN CHEMICAL REVIEWS, 2016, 85 (02) : 172 - 203
  • [8] SYNTHESIS OF POTENTIAL CARCINOSTATIC DERIVATIVES OF BENZO- + DIBENZO-PHENOTHIAZINES
    SHIRLEY, DA
    GILMER, JC
    WATERS, WD
    JOURNAL OF THE CHEMICAL SOCIETY, 1964, (DEC): : 5260 - &
  • [9] REDOX POLYMERIC FILM FORMATION BY OXIDATION OF DIBENZO-CROWN ETHERS
    LEBERRE, V
    CARLIER, R
    SIMONET, J
    TALLEC, A
    JOURNAL DE PHYSIQUE, 1983, 44 (NC-3): : 1269 - 1272
  • [10] ALKYLATION OF BENZO-CROWN-ETHERS AND DIBENZO-CROWN-ETHERS BY DIFFERENT ALCOHOLS
    TASHMUKHAMEDOVA, AK
    STEMPNEWSKAYA, IA
    SAYFULLINA, NZ
    LEVKOVICH, MG
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1986, (11): : 1461 - 1469