5,5''-bis(diphenylphosphino)-2,2':5',2''-terthiophene | 409093-86-3

• 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: 5,5''-bis(diphenylphosphino)-2,2':5',2''-terthiophene
• 英文别名: PT3P；[5-[5-(5-Diphenylphosphanylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]-diphenylphosphane
• CAS: 409093-86-3
• 化学式: C₃₆H₂₆P₂S₃
• 分子量: 616.748
• InChiKey: HYIMSDIAWDHKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5''-bis(diphenylphosphino)-2,2':5',2''-terthiophene 在 双氧水 、 尿素 作用下， 以 甲醇 为溶剂， 以66%的产率得到5,5''-bis(diphenyloxophosphino)-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Syntheses, and Optical, Fluorescence, and Nonlinear Optical Characterization of Phosphine-Substituted Terthiophenes

  摘要：

  Earlier studies of phosphine-substituted terthiophenes have demonstrated that some of these materials exhibit nonlinear absorption at 532 nm. However, this wavelength is significantly removed from the linear absorption maxima of the complexes, suggesting that better nonlinear absorption might be observed at wavelengths closer to the linear absorption maxima. To investigate this possibility, a library of compounds has been prepared either by varying the group attached to the nonbonding pair of electrons on the phosphorus atoms of 5,5 ''-bis(diphenylphosphino)2,2':5',2 ''-terthiophene (PT3P), or by introducing additional substituents on the 5 ''-position of 5-(diphenylphosphino)2,2':5',2 ''-terthiophene (PT3). All these compounds have been characterized using multinuclear NMR, UV-vis, and fluorescence spectroscopy. The compounds are strongly fluorescent, and both the fluorescence wavelength and the intensity depend upon the thiophene substituents. The nonlinear optical properties have also been evaluated at various wavelengths in the blue region. Each compound exhibits reverse saturable absorption, and the intensity of the reverse saturable absorption at a particular wavelength depends on the chemical structure of the compound.

  DOI：

  10.1021/ic101624y
• 作为产物：
  描述：

  alpha-三联噻吩 、 二苯基氯化膦 在 正丁基锂 作用下， 以 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 14.0h， 以71%的产率得到5,5''-bis(diphenylphosphino)-2,2':5',2''-terthiophene
  参考文献：
  名称：

  前过渡金属化合物及制备方法和应用

  摘要：

  本发明涉烯烃聚合催化剂领域，公开了前过渡金属化合物及制备方法和应用，该化合物具有式(1)或式(2)所示的结构。含有本发明提供的前过渡金属化合物的催化剂具有催化活性高、稳定性好、催化剂成本低的优点。

  公开号：

  CN114426561A

文献信息

• Assembly of a terthiophene-containing metallamacrocycle
  作者：Tracey L. Stott、Michael O. Wolf、Anita Lam

  DOI：10.1039/b417969b

  日期：——

  A metallamacrocycle in which conjugated terthiophene groups link the metals is assembled from a labile Pd complex.

  一个由共轭噻吩基团连接金属的金属大循环是由一个易变钯络合物组装而成的。
• 前过渡金属化合物及制备方法和应用
  申请人：中国石油化工股份有限公司

  公开号：CN114426561A

  公开（公告）日：2022-05-03

  本发明涉烯烃聚合催化剂领域，公开了前过渡金属化合物及制备方法和应用，该化合物具有式(1)或式(2)所示的结构。含有本发明提供的前过渡金属化合物的催化剂具有催化活性高、稳定性好、催化剂成本低的优点。
• Structural and Electronic Properties of Phosphino(oligothiophene) Gold(I) Complexes
  作者：Tracey L. Stott、Michael O. Wolf、Brian O. Patrick

  DOI：10.1021/ic0493200

  日期：2005.2.1

  A series of gold(I) complexes containing phosphino(oligothiophene) ligands of varying conjugation length has been prepared. Solid state crystal structures of (PT3)AuCl (PT3 = 5-diphenylphosphino-2,2':5',2"-terthiophene) and AuCl-(PTP)AuCl (PTP = 2,5-diphenylphosphinothiophene) have been obtained. The complex AuCl(PTP)AuCl crystallizes as a dimer with two intermolecular Au-Au contacts. Variable temperature NMR spectroscopy is used to demonstrate the presence of aurophilic interactions in solution for Aul(PTP)Aul. Dual emission is observed for AuCl(PTP)AuCl in solution and is attributed to emission from both monomer and dimer. In the solid state, dimer emission is dominant. The iodo analogue, Aul(PTP)Aul, shows only low energy dimer emission in both solution and the solid state. Compounds in which the ligands contain longer bridges (either bithienyl or terthienyl) show absorption and emission bands due to the pi-pi* transition only, both in solution and the solid state.
• Field, John S.; Haines, Raymond J.; Lakoba, Elena I., Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 24, p. 3352 - 3360
  作者：Field, John S.、Haines, Raymond J.、Lakoba, Elena I.、Sosabowski, M. Hal

  DOI：——

  日期：——
• Syntheses, and Optical, Fluorescence, and Nonlinear Optical Characterization of Phosphine-Substituted Terthiophenes
  作者：Qun Zhao、Jianwei Wang、Jason L. Freeman、Makeba Murphy-Jolly、Ashley M. Wright、Debra J. Scardino、Nathan I. Hammer、Christopher M. Lawson、Gary M. Gray

  DOI：10.1021/ic101624y

  日期：2011.3.7

  Earlier studies of phosphine-substituted terthiophenes have demonstrated that some of these materials exhibit nonlinear absorption at 532 nm. However, this wavelength is significantly removed from the linear absorption maxima of the complexes, suggesting that better nonlinear absorption might be observed at wavelengths closer to the linear absorption maxima. To investigate this possibility, a library of compounds has been prepared either by varying the group attached to the nonbonding pair of electrons on the phosphorus atoms of 5,5 ''-bis(diphenylphosphino)2,2':5',2 ''-terthiophene (PT3P), or by introducing additional substituents on the 5 ''-position of 5-(diphenylphosphino)2,2':5',2 ''-terthiophene (PT3). All these compounds have been characterized using multinuclear NMR, UV-vis, and fluorescence spectroscopy. The compounds are strongly fluorescent, and both the fluorescence wavelength and the intensity depend upon the thiophene substituents. The nonlinear optical properties have also been evaluated at various wavelengths in the blue region. Each compound exhibits reverse saturable absorption, and the intensity of the reverse saturable absorption at a particular wavelength depends on the chemical structure of the compound.