New tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment: Synthesis, optical properties, and electrochemical behavior

被引:0
|
作者
E. A. Ignatenko
E. V. Shklyaeva
G. G. Abashev
机构
[1] Russian Academy of Sciences,Institute of Technical Chemistry, Ural Branch
[2] Perm State National Research University,Institute of Natural Sciences
来源
关键词
Pyrrole; Thiophene; Tetrathiafulvalenes; Methylsulfanyl; Triethyl Phosphite;
D O I
暂无
中图分类号
学科分类号
摘要
The reaction of 1-(3-bromopropyl)-2,5-bis(thiophen-2-yl)-1H-pyrrole with cesium 5-methylsulfanyl-2-thioxo-1,3-dithiole-4-thiolate generated in situ gave previously unknown 4-{3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propylsulfanyl}-5-methylsulfanyl-1,3-dithiole-2-thione, and cross-coupling of the latter with 4,5-disubstituted 1,3-dithiole-2-thiones in the presence of triethyl phosphite afforded new substituted tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment. Optical properties and electrochemical behavior of the synthesized compounds were studied, and their ability to undergo electropolymerization was confirmed.
引用
收藏
页码:1379 / 1385
页数:6
相关论文
共 50 条
  • [1] New tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment: Synthesis, optical properties, and electrochemical behavior
    Ignatenko, E. A.
    Shklyaeva, E. V.
    Abashev, G. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (09) : 1379 - 1385
  • [2] Synthesis and Optical and Electrochemical Properties of New Push–Pull Chromophores Containing a 1,2-Di(thiophen-2-yl)ethene Fragment
    I. V. Chikunova
    A. N. Bakiev
    E. V. Shklyaeva
    G. G. Abashev
    Russian Journal of Organic Chemistry, 2022, 58 : 990 - 996
  • [3] Synthesis and Optical and Electrochemical Properties of New Push-Pull Chromophores Containing a 1,2-Di(thiophen-2-yl)ethene Fragment
    Chikunova, I., V
    Bakiev, A. N.
    Shklyaeva, E., V
    Abashev, G. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 58 (07) : 990 - 996
  • [4] Synthesis, structures, optical and electrochemical properties, and complexation of 2,5-bis(pyrrol-2-yl)phospholes
    Matano, Yoshihiro
    Fujita, Masato
    Saito, Arihiro
    Imahori, Hiroshi
    COMPTES RENDUS CHIMIE, 2010, 13 (8-9) : 1035 - 1047
  • [5] Synthesis of poly-[2,5-di(thiophen-2-yl)-1H-pyrrole] derivatives and the effects of the substituents on their properties
    Pandule, Sudam
    Oprea, Alexandru
    Barsan, Nicolae
    Weimar, Udo
    Persaud, Krishna
    SYNTHETIC METALS, 2014, 196 : 158 - 165
  • [6] A new conducting polymer of 2,5-bis(2-thienyl)-1H-(pyrrole) (SNS) containing carbazole subunit: Electrochemical, optical and electrochromic properties
    Koyuncu, Sermet
    Zafer, Ceylan
    Sefer, Emre
    Koyuncu, Fatma Baycan
    Demic, Serafettin
    Kaya, Ismet
    Ozdemir, Eyup
    Icli, Siddik
    SYNTHETIC METALS, 2009, 159 (19-20) : 2013 - 2021
  • [7] Synthesis and spectroscopic properties of 2,5-bis(benzoazol-2-yl)pyrazines
    Saito, Ryota
    Machida, Shinnosuke
    Suzuki, Saori
    Katoh, Akira
    HETEROCYCLES, 2008, 75 (03) : 531 - 536
  • [8] Immobilization of Invertase in Copolymer of 2,5-Di(thiophen-2-yl)-1-p-Tolyl-1H-Pyrrole with Pyrrole
    Celebi, Selin
    Ibibikcan, Esin
    Kayahan, Senem Kiralp
    Yigitsoy, Basak
    Toppare, Levent
    JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, 2009, 46 (08): : 739 - 744
  • [9] Synthesis, Characterization and Optoelectrochemical Properties of Poly(2,5-di(thiophen-2-yl)-1-(4-(thiophen-3-yl)phenyl)-1H-pyrrole-co-EDOT)
    Turac, Ersen
    Sahmetlioglu, Ertugrul
    Toppare, Levent
    Yuruk, Huseyin
    DESIGNED MONOMERS AND POLYMERS, 2010, 13 (03) : 261 - 275
  • [10] Synthesis and NLO properties of new trans 2-(thiophen-2-yl)vinyl heteroaromatic iodides
    Fortuna, Cosimo Gianluca
    Bonaccorso, Carmela
    Qamar, Fadi
    Anu, Anu
    Ledoux, Isabelle
    Musumarra, Giuseppe
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (05) : 1608 - 1613