2-(selenophen-2-yl)thiophene | 119507-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硒吩
• 英文名称: 2-(selenophen-2-yl)thiophene
• 英文别名: 2-(selenophene-2-yl)thiophene；Thiophene, 2-(selenophene-2-yl)-；2-selenophen-2-ylthiophene
• CAS: 119507-82-3
• 化学式: C₈H₆SSe
• 分子量: 213.162
• InChiKey: FTENZJICRUNKRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.47
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(selenophen-2-yl)thiophene 在 溴 作用下， 以 溶剂黄146 为溶剂， 以63%的产率得到5-bromo-2-(5'-bromo-2'-selenopheneyl)thiophene
  参考文献：
  名称：

  Electronic Structure of Bichalcophenes

  摘要：

  He I and He II photoelectron spectra of some isomeric bichalcophenes containing selenium were recorded. The electronic structure was analyzed and spectra assigned on the basis of empirical considerations: band contours, He I/He II intensity variations, and correlations with spectra of related molecules. Semiempirical MO calculations were used to estimate interring torsional barriers. The spectra indicate various interactions taking place among thiophene, furan, and selenophene pi orbitals. The relationship between electronic structure and formation of novel polymer materials is discussed.

  DOI：

  10.1021/j100071a012
• 作为产物：
  描述：

  硒酚 、 2-溴噻吩 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 正丁基锂 、 zinc(II) chloride 作用下， 生成 2-(selenophen-2-yl)thiophene
  参考文献：
  名称：

  Electronic Structure of Bichalcophenes

  摘要：

  He I and He II photoelectron spectra of some isomeric bichalcophenes containing selenium were recorded. The electronic structure was analyzed and spectra assigned on the basis of empirical considerations: band contours, He I/He II intensity variations, and correlations with spectra of related molecules. Semiempirical MO calculations were used to estimate interring torsional barriers. The spectra indicate various interactions taking place among thiophene, furan, and selenophene pi orbitals. The relationship between electronic structure and formation of novel polymer materials is discussed.

  DOI：

  10.1021/j100071a012

文献信息

• Synthesis of mixed oligomeric heteroarylenes containing thiophene and selenophene rings; their u.v. spectra and oxidation potentials
  作者：R. Shabana、A. Galal、Harry B. Mark、Hans Zimmer、Salo Gronowitz、A. B. Hörnfeldt

  DOI：10.1039/c39880000988

  日期：——

  Mixed oligomers containing thiophene and selenophene rings have been synthesized; their u.v. spectra and oxidation potentials determined and discussed in terms of coplanarity of the rings and the +I-effect of the methyl substituent.

  合成了含有噻吩和硒烯环的混合低聚物；根据环的共面性和甲基取代基的+ I效应确定和讨论了它们的uv光谱和氧化电位。
• Palladium-Catalyzed Suzuki Cross-Coupling of 2-Haloselenophenes:  Synthesis of 2-Arylselenophenes, 2,5-Diarylselenophenes, and 2-Arylselenophenyl Ketones
  作者：Patrícia Prediger、Angélica V. Moro、Cristina W. Nogueira、Lucielli Savegnago、Paulo Henrique Menezes、João B. T. Rocha、Gilson Zeni

  DOI：10.1021/jo0601056

  日期：2006.5.1

  We present herein our results on the Suzuki coupling reaction of 2-haloselenophenes with boronic acids catalyzed by palladium salt and describe a new route established to prepare 2-arylselenophenes and 2,5-diarylselenophenes in good yields. The reaction proceeded cleanly under mild conditions and was performed with aryl boronic acids bearing electron-withdrawing, electron-donating, and neutral substituents

  我们在本文中介绍2-卤代硒基与硼酸经钯盐催化的铃木偶联反应的结果，并描述了建立以高收率制备2-芳基硒烯和2,5-二芳基硒烯的新途径。该反应在温和的条件下干净地进行，并在DME中存在Pd（OAc）2，K 2 CO 3 / H 2 O的情况下，用带有吸电子，给电子和中性取代基的芳基硼酸进行。另外，通过该方案，还通过羰基化方法从2-碘硒基苯和硼酸获得不对称的芳基酮。
• Defect‐Free Alternating Conjugated Polymers Enabled by Room‐ Temperature Stille Polymerization
  作者：Bowei Ma、Qinqin Shi、Xiaoying Ma、Yawen Li、Hao Chen、Kaikai Wen、Ruihua Zhao、Fengjiao Zhang、Yuze Lin、Zhixiang Wang、Hui Huang

  DOI：10.1002/anie.202115969

  日期：2022.4.11

  The synthesis of conjugated polymers (CPs) often suffers from high temperature and indistinct homocoupling structural defects. In this study, the first room-temperature Stille cross-coupling polymerization was explored. Surprisingly, this method produced defect-free CPs, which enhanced their charge transport properties. Therefore, this work paves the road for the development of plastic electronics

  共轭聚合物 (CPs) 的合成通常存在高温和不明显的同源耦合结构缺陷。在这项研究中，探索了第一次室温 Stille 交叉偶联聚合。令人惊讶的是，这种方法产生了无缺陷的 CP，从而增强了它们的电荷传输特性。因此，这项工作为塑料电子学和光电子学的发展铺平了道路。
• Zimmer, Hans; Shabana, R.; Galal, A., Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 42, p. 171 - 176
  作者：Zimmer, Hans、Shabana, R.、Galal, A.、Mark, H. B.、Gronowitz, S.、Hoernfeldt, A. -B.

  DOI：——

  日期：——
• ZIMMER, HANS;SHABANA, R.;GALAL, A.;MARK, H. B. (JR);GRONOWITZ, S.;HORNFEL+, PHOSPH., SULFUR AND SILICON AND RELAT. ELEM., 42,(1989) N-4, C. 171-176
  作者：ZIMMER, HANS、SHABANA, R.、GALAL, A.、MARK, H. B. (JR)、GRONOWITZ, S.、HORNFEL+

  DOI：——

  日期：——