1-(4-bromophenyl)-2-(thiophen-3-ylthio)ethanone | 1399666-20-6

• 英文名称: 1-(4-bromophenyl)-2-(thiophen-3-ylthio)ethanone
• CAS: 1399666-20-6
• 化学式: C₁₂H₉BrOS₂
• 分子量: 313.239
• InChiKey: HBNGAPXOIIZENV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenyl)-2-(thiophen-3-ylthio)ethanone 在 polyphosphoric acid 作用下， 以 氯苯 为溶剂， 以82 %的产率得到3-(4-bromophenyl)thieno[3,2-b]thiophene
  参考文献：
  名称：

  噻吩并噻吩和联苯基共轭多孔聚合物作为可见光诱导自由基和阳离子聚合的光催化剂

  摘要：

  在过去的几十年里，光聚合由于具有多种理想的特征，如温和的反应条件、成本效率，特别是时空可控性，一直受到人们广泛关注。特别是，由于对成本效率、光穿透性和环境安全的担忧，可见光诱导聚合已引起相当大的关注。本工作通过Pd(0)催化Suzuki偶联反应设计并合成了交联共轭聚合物TT-BP 。它被用作在二苯基碘鎓盐存在下可见光诱导的自由基和阳离子聚合的光催化剂。反应以高产率进行8小时和24小时，其中光催化剂TT-PB在每个反应中重复使用。MMA自由基聚合的最大转化率达到76%，IBVE阳离子聚合的最大转化率为82%。这份关于在自由基和阳离子光聚合过程中用作光催化剂的可重复使用的共轭聚合物的报告可能会为光催化剂和光聚合过程带来新的视角。

  DOI：

  10.1016/j.jphotochem.2023.115427
• 作为产物：
  描述：

  3-溴噻吩 、 2,4'-二溴苯乙酮 在 正丁基锂 作用下， 以 乙醚 为溶剂， 以86 %的产率得到1-(4-bromophenyl)-2-(thiophen-3-ylthio)ethanone
  参考文献：
  名称：

  噻吩并噻吩和联苯基共轭多孔聚合物作为可见光诱导自由基和阳离子聚合的光催化剂

  摘要：

  在过去的几十年里，光聚合由于具有多种理想的特征，如温和的反应条件、成本效率，特别是时空可控性，一直受到人们广泛关注。特别是，由于对成本效率、光穿透性和环境安全的担忧，可见光诱导聚合已引起相当大的关注。本工作通过Pd(0)催化Suzuki偶联反应设计并合成了交联共轭聚合物TT-BP 。它被用作在二苯基碘鎓盐存在下可见光诱导的自由基和阳离子聚合的光催化剂。反应以高产率进行8小时和24小时，其中光催化剂TT-PB在每个反应中重复使用。MMA自由基聚合的最大转化率达到76%，IBVE阳离子聚合的最大转化率为82%。这份关于在自由基和阳离子光聚合过程中用作光催化剂的可重复使用的共轭聚合物的报告可能会为光催化剂和光聚合过程带来新的视角。

  DOI：

  10.1016/j.jphotochem.2023.115427

文献信息

• Concise Syntheses, Polymers, and Properties of 3-Arylthieno[3,2-<i>b</i>]thiophenes
  作者：Asli Capan、Hojat Veisi、Ahmet C. Goren、Turan Ozturk

  DOI：10.1021/ma301604e

  日期：2012.10.23

  Thieno[3,2-b]thiophenes (TT), having pare-substituted phenyl groups at C-3, have been synthesized through a ring closure reaction, using P4S10, in moderate to high yields. Their absorbance studies displayed that the TT, having nitrophenyl group had the most red shift absorbance at 365 nm, which also showed the lowest optical band gap of 2.92 eV; the rest of the TTs had the absorbance between 300 and 302 nm. Cyclic voltammetry studies indicated that while all the TTs had the oxidation potentials above 1.0 V, the TT with dimethylaminophenyl group had the lowest oxidation potential of 1.33 V. The rest had the oxidation potentials between 1.6 and 1.99 V. The TTs were both electropolymerized and copolymerized with thiophene through Suzuki coupling reaction. Electropolymerized polymers indicated that while the polymer having strong electron donating dimethylaminophenyl group had the lowest oxidation potential of 0.97 V, the rest of the polymers displayed the potentials between 1.09 and 1.39 V. Their electronic band gaps varied between 1.86 and 2.46 eV. The CV-UV studies of the polymers, electro-deposited on ITO, showed absorbance maxima between 431 and 468 nm, and the lowest optical band gap was observed with the polymer having methoxyphenyl group (1.99 eV). The rest of the polymers had the optical band gaps between 2.05 and 2.19 eV. Regarding the copolymers, the one with methoxyphenyl group had the lowest oxidation potential of 0.75 V. They displayed absorption and emission maxima between 325 and 445 and 454-564 nm, respectively. Their optical and electronic band gaps varied between 2.0 and 2.5 eV. As the copolymer having strong electron donating methoxyphenyl group had the highest quantum yield, 0.64 eV, the one with strong electron withdrawing nitrophenyl group had the lowest quantum yield of 0.003 eV.