(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)trimethylstannane | 951661-29-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)trimethylstannane
• 英文别名: 3,4-ethylene-dithiathien-2-yl trimethylstannane
• CAS: 951661-29-3
• 化学式: C₉H₁₄S₃Sn
• 分子量: 337.118
• InChiKey: XYBIUJDLJMAUPR-UHFFFAOYSA-N

物化性质

• 沸点：
  343.8±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)trimethylstannane 、 3,7-bis(4-bromophenyl)benzo[1,2-b:4,5-b']difuran-2,6-dione 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以89%的产率得到3,7-Bis[4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl]furo[2,3-f][1]benzofuran-2,6-dione
  参考文献：
  名称：

  对-和邻-苯并二呋喃酮和噻吩衍生物的供体-受体共轭聚合物：电化学制备及光学和电子性质

  摘要：

  电化学制备了由双-EDOT或双-EDTT单元和对-或邻-二苯基苯并二呋喃酮组成的一系列π共轭聚合物。使用紫外/可见吸收光谱和循环伏安法研究了单体和聚合物。单体由3,4-亚乙基二氧噻吩-2-基或3,4-亚乙基二硫噻吩-2-基三甲基锡烷和3,7-双（4-溴苯基）苯并[1,2- b：4,5- b'合成] difuran-2,6-dione或3,6-双（4-溴苯基）苯并[1,2- b：6,5- b'使用Stille偶联制备] difuran-2,7-dione。聚合物表现出宽的吸收带和强大的供体-受体特性，带隙很小（在0.40至1.20 eV的范围内）。电化学生长的聚合物薄膜在氧化和还原条件下表现出可逆的行为。在还原下，聚合物膜显示出从暗到几乎透明的颜色变化。

  DOI：

  10.1021/ma202387t

文献信息

• Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties
  作者：Kai Zhang、Bernd Tieke、John C. Forgie、Filipe Vilela、John A. Parkinson、Peter J. Skabara

  DOI：10.1016/j.polymer.2010.10.054

  日期：2010.12

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis and Electropolymerization of Hexadecyl Functionalized Bithiophene and Thieno[3,2-<i>b</i>]thiophene End-Capped with EDOT and EDTT Units
  作者：Greg J. McEntee、Peter J. Skabara、Filipe Vilela、Steven Tierney、Ifor D. W. Samuel、Salvatore Gambino、Simon J. Coles、Michael B. Hursthouse、Ross W. Harrington、William Clegg

  DOI：10.1021/cm100514r

  日期：2010.5.11

  The synthesis of three novel thiophene-based conjugated molecules (1-3) is presented. We report the electronic and redox properties of these compounds along with the corresponding electrochemically prepared polymers. The structures of compounds 1 and 2 have been confirmed by single-crystal X-ray diffraction studies. Noncovalent S center dot center dot center dot O interactions in 1 act to hold the molecule in a planar conformation and this is in stark contrast to the twisted nature of the 3,4-ethylenedithiothiophene (EDTT) analogue. The degree of planarity within the molecules dictates the effective conjugation length within the materials and also the packing of the molecules in the solid state. CGL-TOF studies give hole mobilities up to 4 x 10(-5) cm(2) V-1 s(-1) for compound 1 and 1.5 x 10(-5) cm(2) V-1 s(-1) for 2.