bis(trimethylsilyl)spiro(dipyridinogermole)(dithienogermole)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis(trimethylsilyl)spiro(dipyridinogermole)(dithienogermole)
• 英文别名: Trimethyl-(10-trimethylsilylspiro[3,11-dithia-7-germatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-7,8'-5,11-diaza-8-germatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaene]-4-yl)silane；trimethyl-(10-trimethylsilylspiro[3,11-dithia-7-germatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-7,8'-5,11-diaza-8-germatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaene]-4-yl)silane
• 化学式: C₂₄H₂₆GeN₂S₂Si₂
• 分子量: 535.377
• InChiKey: NKZHUHUBNBAMIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(trimethylsilyl)spiro(dipyridinogermole)(dithienogermole) 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 正丁基锂 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 为溶剂， 反应 2.16h， 生成 C₄₂H₃₄Ge₂N₄S₄Si₂
  参考文献：
  名称：

  Synthesis of spiro(dipyridinogermole)(dithienogermole)-copper complexes

  摘要：

  Three spiro(dipyridinogermole)(dithienogermole)-copper complexes with iodine-bridged copper dinuclear units were prepared. That one of the complexes had a linearly linked polymeric structure was revealed by single-crystal X-ray diffraction study. In contrast to previously studied similar copper complexes, the present ones did not produce strong photoluminescence in the solid state. A nonradiative decay process, such as photo-induced electron transfer, seems to be involved. A spiro(dipyridinogermole)(dithienogermole) dimer was also prepared and examined as a ligand that forms a copper complex possessing a ladder polymeric structure. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2020.121297
• 作为产物：
  描述：

  1,1-dichloro-3,6-bis(trimethylsilyl)dithienogermole 、 3,3'-dibromo-4,4'-bipyridine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 以3.05 g的产率得到bis(trimethylsilyl)spiro(dipyridinogermole)(dithienogermole)
  参考文献：
  名称：

  螺[（双吡啶并茂）（二噻吩并茂）]的合成，性质及聚合反应

  摘要：

  Compounds with spiro-condensed dithienogermole (DTG) and dipyridinogermole (DPyG) units were synthesized, and their optical. and electrochemical properties were investigated. The reaction of tetrachlorogermane and 3,3'-dilithio-5,5'-bis(trimethylsilyl)bithiophene, followed by treatment of the resulting mixture containing 1,1-dichlorodithienogermole with 3,3'-dilithio-4,4'-bipyridyl, gave spirot(dipyridinogermole) [bis(trimethylsilyl)dithienogermole]} (sDPyDTG1). The UV-vis spectrum of sDPyDTG1 showed absorption bands that were due to both electronically isolated DTG and DPyG units. In contrast, the photoluminescence (PL) spectrum showed only the band ascribed to the DTG unit even when the DPyG unit was irradiated, indicating intramolecular photoenergy transfer. It was also suggested that photoinduced electron transfer from DTG to DPyG occurred to suppress the PL quantum yield. Bromination of sDPyDTG1 with NBS provided the dibromide, and the subsequent Stille coupling of the resulting dibromide with distannylbithiophenes produced the corresponding conjugated oligomer and polymer. The oligomer and the polymer also showed different optical properties, suggesting intramolecular photoenergy and electron transfer, depending on the substituent.

  DOI：

  10.1021/acs.organomet.5b00817