Unprecedented Demonstration of Regioselective SEAr Reaction giving Unsymmetrical Regioregular Oligothiophenes

Moussallem Chady; Olivier Simon; Grolleau Jeremie; Allain Magali; Mallet Charlotte; Savitha Gurunathan; Gohier Frederic; Frere Pierre

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Unprecedented Demonstration of Regioselective SEAr Reaction giving Unsymmetrical Regioregular Oligothiophenes

机译：前所未有的区域选择性SEAr反应的证明，给出不对称的区域规则的寡聚噻吩

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Aromatization of 4-cyano-3-oxotetrahydrothiophene by sulfuryl chloride gives the new building block 4-cyano-3-pyrrolidylthiophene, which forms unsymmetrical regioregular oligothiophenes with a strict alternation of the donor and acceptor groups along the conjugated system. The self-coupling reactions that form the oligomers are shown to proceed by a regioselective electrophilic aromatic substitution mechanism involving a stabilized Wheland intermediate.

机译：通过硫酰氯对4-氰基-3-氧代四氢噻吩进行芳构化，得到了新的结构单元4-氰基-3-吡咯烷基噻吩，它形成了不对称的区域规则的低聚噻吩，沿着共轭体系严格改变了供体和受体基团。显示形成低聚物的自偶联反应通过涉及稳定的Wheland中间体的区域选择性亲电子芳族取代机理进行。

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《Chemistry: A European journal》 |2016年第19期|共5页
作者
Moussallem Chady; Olivier Simon; Grolleau Jeremie; Allain Magali; Mallet Charlotte; Savitha Gurunathan; Gohier Frederic; Frere Pierre;
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正文语种 eng
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electrophilic substitution; oligomerization; organic synthesis; regioselectivity; thiophenes;

机译：亲电子取代;低聚;有机合成;区域选择性;噻吩;

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1. Unprecedented Demonstration of Regioselective SEAr Reaction giving Unsymmetrical Regioregular Oligothiophenes [J] . Moussallem Chady, Olivier Simon, Grolleau Jeremie, Chemistry: A European journal . 2016,第19期

机译：前所未有的区域选择性SEAr反应的证明，给出不对称的区域规则的寡聚噻吩
2. Rational synthesis of regioregular oligothiophenes via palladium catalyzed coupling reactions [J] . Guillaume Loire, Damien Prim, Bruno Andrioletti, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2002,第37期

机译：通过钯催化的偶联反应合理合成规整的寡聚噻吩
3. Rational synthesis of regioregular oligothiophenes via palladium catalyzed coupling reactions [J] . Guillaume Loire, Damien Prim, Bruno Andrioletti, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2002,第37期

机译：通过钯催化的偶联反应合理合成规整的寡聚噻吩
4. Low Bandgap Polymers Based on Regioregular Oligothiophenes Linked with Electron-Accepting Units [C] . Luozheng ZHANG, Yue ZHANG, Keisuke TAJIMA, The 18th China-Japan bilateral symposium on intelligent electrophotonic materials and molecular electronics : Abstracts . 2011

机译：基于带电子接受单元的区域规则低聚噻吩的低带隙聚合物
5. Regioselectivity in free radical bromination of unsymmetrical dimethylated pyridines. [D] . Thapa, Rajesh. 2010

机译：不对称二甲基化吡啶在自由基溴化中的区域选择性。
6. Regioselective Reductive Cross-Coupling Reactions of Unsymmetrical Alkynes [O] . Holly A. Reichard, Martin McLaughlin, Ming Z. Chen, -1

机译：非对称alkynes的区域选择性还原交叉偶联反应
7. Сan Plasmon Change Reaction Path? An Unprecedented Regioselective Decomposition of Unsymmetrical Iodonium Salts [O] . Elena Miliutina, Olga Guselnikova, Natalia Soldatova, 2020

机译：Сan等离子体改变反应路径？未预执的区域选择性分解非对称碘鎓盐
8. AM1 Studies of E2 Reactions. 2. Regioselectivity, Stereochemistry, Kinetic Isotope Effects, and Competition with S(N)2 Reactions. [R] . Dewar, M. J., Yuan, Y. C. 1990

机译：am1对E2反应的研究。 2.区域选择性，立体化学，动力学同位素效应和与s（N）2反应的竞争。

Unprecedented Demonstration of Regioselective SEAr Reaction giving Unsymmetrical Regioregular Oligothiophenes

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