di(benzo[b]thieno)-1,1'-diphenylstannole | 1448326-65-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: di(benzo[b]thieno)-1,1'-diphenylstannole
• 英文别名: 11,11-Diphenyl-3,19-dithia-11-stannapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4,6,8,13,15,17-octaene
• CAS: 1448326-65-5
• 化学式: C₂₈H₁₈S₂Sn
• 分子量: 537.293
• InChiKey: PHNJWQOMNGQKCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.23
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯基二氯化锡 、 3,3'-二溴-2,2'-双苯并[B]噻吩 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.5h， 以57%的产率得到di(benzo[b]thieno)-1,1'-diphenylstannole
  参考文献：
  名称：

  Synthesis, Optical Properties, and Crystal Structures of Dithienostannoles

  摘要：

  Reactions of dichlorodiphenylstannane with 3,3'-dilithio-5,5'-bis(trimethylsilyl)-2,2'-bithiophene and 3,3'-dilithio-2,2'-di(benzo[b]thiophene) gave 1,1-diphenyl-3,6-bis(trimethylsilyl)dithienostannole (DTSn1) and di(benzo[b]thieno)-1,1-diphenylstannole (DTSn2), respectively. Optical properties of the dithienostannoles and the results of DFT calculations on a model suggested an in-phase interaction between Sn sigma* and bithiophene pi* orbitals, stabilizing the LUMO. Interestingly, DTSn1 showed crystallization-enhanced emission and the photoluminescence (PL) quantum yield of the crystals was determined to be higher by about 20 times than that in the amorphous and solution phase, while DTSn2 exhibited moderate PL efficiency both as crystals and in solution. Crystal structures of the dithienostannoles were determined by X-ray diffraction studies, which showed the differences in the molecular packing between DTSn1 and DTSn2, being responsible for their different PL properties in the crystal state.

  DOI：

  10.1021/om400213q