1-(α-terthienyl)-3,4-dimethylphosphole | 1073249-03-2

• 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: 1-(α-terthienyl)-3,4-dimethylphosphole
• 英文别名: 1-(α-terthienyl)-3,4-dimethylphosphole；1-(2-terthienyl)-3,4-dimethyl phosphole
• CAS: 1073249-03-2
• 化学式: C₁₈H₁₅PS₃
• 分子量: 358.489
• InChiKey: QQLYWMLLBBLRSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  1-(α-terthienyl)-3,4-dimethylphosphole 在 potassium tert-butylate 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Influence of the substitution pattern on the optoelectronic properties of oligofuran and oligothiophene–phosphole chains

  摘要：

  2-alpha-Terthienyl- and terfuryl-1,3,4-trimethylphospholes were prepared by 11,5] shift of the terthienyl or terfuryl substituents from P to the alpha-carbon of the ring in the appropriate 1-terthienyl- or terfurylphospholes under heating in basic medium, followed by quenching the resulting phospholides by methyl iodide. The corresponding sulfide, borane and gold iodide complexes were prepared in the terthienyl case. Comparing the spectra of the highly fluorescent borane complexes of the 2-terfuryl and 2-terthienyl-phospholes showed that the UV-Vis absorption wavelength is not significantly modified upon replacement of S by O but that the fluorescence quantum yield is multiplied by 1.82. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.08.032

文献信息

• 7-Phosphanorbornenium Borohydrides: A Powerful Route to Functional Secondary Phosphine−Borane Complexes
  作者：Rongqiang Tian、François Mathey

  DOI：10.1021/om100053d

  日期：2010.4.26

  The reaction of phosphanorbornenium triflates with sodium borohydride gives the secondary phosphine borane complexes by reductive cleavage of the two P C bonds of the bridge. This route is compatible with functionalities such as Cl, CN, CO(2)Et, and Th.
• A Novel Family of Phosphole-Thiophene Oligomers for Optoelectronic Applications
  作者：Ngoc Hoa Tran Huy、Bruno Donnadieu、François Mathey、Astrid Muller、Kathryn Colby、Christopher J. Bardeen

  DOI：10.1021/om800644m

  日期：2008.11.10

  A 2-terthienylphospholide can be prepared from a 1-terthienylphosphole by reaction with tBuOK in diglyme at 150 degrees C. This phospholide is then transformed into the corresponding 1-methyl-2-terthienylphosphole-borane. This borane complex fluoresces at 5 10 nm in CH2Cl2 with a quantum yield of 0.17. The excited-state displays a significant charge transfer between the terthienyl substituent and the phosphole ring as shown by the shift of the emission to lower energies upon increasing the polarity of the solvent.