4-(phenanthren-9-yl)-2,6-bis(trimethylsilyl)-4H-phospholo-[3,2-b:4,5-b']dithiophene 4-oxide | 1364891-78-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 4-(phenanthren-9-yl)-2,6-bis(trimethylsilyl)-4H-phospholo-[3,2-b:4,5-b']dithiophene 4-oxide
• 英文别名: Trimethyl-(7-oxo-7-phenanthren-9-yl-10-trimethylsilyl-3,11-dithia-7lambda5-phosphatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl)silane；trimethyl-(7-oxo-7-phenanthren-9-yl-10-trimethylsilyl-3,11-dithia-7λ5-phosphatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl)silane
• CAS: 1364891-78-0
• 化学式: C₂₈H₂₉OPS₂Si₂
• 分子量: 532.814
• InChiKey: MIUMOLMAPAJJGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.83
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3’-二溴-5,5’-双(三甲基硅基)-2,2’-联噻吩 在 正丁基锂 、 四甲基乙二胺 、 双氧水 作用下， 以 乙醚 、 正己烷 、 氯仿 为溶剂， 反应 16.0h， 生成 4-(phenanthren-9-yl)-2,6-bis(trimethylsilyl)-4H-phospholo-[3,2-b:4,5-b']dithiophene 4-oxide
  参考文献：
  名称：

  Structure–Property Studies of Bichromophoric, PAH-Functionalized Dithieno[3,2-b:2′,3′-d]phospholes

  摘要：

  A series of dithienophospholes featuring polyaromatic hydrocarbon (PAR) substituents, with increasing number of fused rings ranging from 2 to 4 at the phosphorus center, have been synthesized and characterized. The installation of a large pi-system in the vicinity of the dithienophosphole scaffold was found to induce unusual photophysics for this system that are based on the creation of two neighboring chromophores within the same molecular scaffold. Extensive photophysical studies revealed that significant energy transfer (ET) occurs from the PAH unit, which acts as a donor, to the dithienophosphole acceptor, showing ET efficiencies of almost 90%. TD-DFT calculations confirm the possibility for the two subunits to communicate with each other. Furthermore, due to the presence of the out-of-plane dithienophosphole unit, the PAR species do not show any significant tendency to form aggregates, such as excimers/exciplexes, even in colloidal suspensions.

  DOI：

  10.1021/om3000407