3’-phosphino-2,2’:5’,2’’-terthiophene | 303744-55-0

• 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: 3’-phosphino-2,2’:5’,2’’-terthiophene
• 英文别名: 3'-(diphenylphosphino)-2,2':5',2''-terthiophene；3'-(diphenylphosphino)-2,2':5'2''-terthiophene；3'-diphenylphosphanyl-2,2':5',2''-terthiophene；3'-diphenylphosphino-2,2':5',2''-terthiophene；3'-diphenylphosphino-2.2':5',2''-terthiophene；3-diphenylphosphino-2,2':5',2''-terthiophene；Phosphine, diphenyl[2,2':5',2''-terthiophen]-3'-yl-；(2,5-dithiophen-2-ylthiophen-3-yl)-diphenylphosphane
• CAS: 303744-55-0
• 化学式: C₂₄H₁₇PS₃
• 分子量: 432.571
• InChiKey: HPZYKFOCTNAPCR-UHFFFAOYSA-N

物化性质

• 沸点：
  551.4±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  5.0
• 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：

  3’-phosphino-2,2’:5’,2’’-terthiophene 在 HCl 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 生成 chloropalladium(1+);diphenyl-[2-(3H-thiophen-3-id-2-yl)-5-thiophen-2-ylthiophen-3-yl]phosphane;2-isocyano-2-methylpropane
  参考文献：
  名称：

  环金属化三噻吩的电聚合：一种在主链上具有钯碳键的混合材料

  摘要：

  DOI：

  10.1021/ja002258v
• 作为产物：
  描述：

  二苯基氯化膦 、 3'-溴-2,2':5',2''-三联噻吩 在 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 1.5h， 以76%的产率得到3’-phosphino-2,2’:5’,2’’-terthiophene
  参考文献：
  名称：

  含半不稳定膦-噻吩配体的钌（II）配合物的合成和反应性

  摘要：

  两个新的合成 膦–噻吩 配体， 2-（2'-{二苯基膦基}苯基）噻吩报道了（dpppth）和3'-二苯基膦基-2,2'∶5'，2''-噻吩（dppterth）。这些配体与[RuCl 2（PPh 3）3 ]反应分别得到[RuCl 2（dpppth- P，S）2 ]和[RuCl 2（dppterth- P，S 1）2 ]，它们以两种的混合物形式存在溶液中的异构体。[RuCl 2（dpppth- P，S）2 ]在25°C下与一氧化碳反应，生成[RuCl 2（CO）（dpppth- P）（dpppth- P，S）]和[RuCl 2（CO ）的混合物）2（dpppth- P）2 ]，而[RuCl 2（dppterth- P，S 1）2 ]在相同条件下与CO反应，仅得到单羰基络合物[RuCl 2（CO）（dppterth- P）（dppterth- P），S 1）]。dppterth之一的位移配体在[RuCl

  DOI：

  10.1039/b001898h

文献信息

• Photophysical behaviour of cyclometalated iridium(iii) complexes with phosphino(terthiophene) ligands
  作者：Stephanie A. Moore、David L. Davies、Marcus M. Karim、Jeffrey K. Nagle、Michael O. Wolf、Brian O. Patrick

  DOI：10.1039/c3dt51320c

  日期：——

  new IrIII complexes containing the 3′-phosphino-2,2′:5′,2′′-terthiophene (PT3) ligand in three different coordination modes are reported. The electronic properties of the complexes are characterized by cyclic voltammetry, absorption, emission and time-resolved transient absorption spectroscopies and DFT/TDDFT calculations. The electrochemical and photophysical behaviour of the complexes was found to

  报道了六种新的Ir III配合物，它们以三种不同的配位方式包含3'-膦基2,2'：5'，2''-噻吩（PT 3）配体。配合物的电子性质通过循环伏安法，吸收，发射和时间分辨的瞬态吸收光谱法以及DFT / TDDFT计算来表征。发现配合物的电化学和光物理行为受PT 3配体支配。对于PT 3配体以双齿P，S或P，C模式配位的配合物，最低的能量吸收带归因于π–π * PT 3与DFT计算得出的观察结果一致的局部过渡。在所有情况下，发射量子产率都很低（<0.07），发射寿命很短（<50 ns）。系统间交叉会导致长寿命的三重态（3 L），该状态也位于PT 3组上。在仅通过膦配位的PT 3配体的配合物中，TDDFT计算表明，在最低能量跃迁中具有MLCT（和Cl-PT 3 CT）特征。
• Switchable thiophene coordination in Ru(ii) bipyridyl phosphinoterthiophene complexesElectronic supplementary information (ESI) available: synthetic details and characterization data for all complexes. See http://www.rsc.org/suppdata/cc/b2/b209035j/
  作者：Carolyn Moorlag、Olivier Clot、Michael O. Wolf、Brian O. Patrick

  DOI：10.1039/b209035j

  日期：2002.11.29

  Switching between P,S- and P,C coordination modes of 3′-phosphinoterthiophene to Ru(II) results in substantial differences in the electronic spectra and cyclic voltammetry of these complexes.

  3′-phosphinoterthiophene 与 Ru(II) 的 P,S- 和 P,C 配位模式之间的转换导致这些配合物的电子光谱和循环伏安特性出现很大差异。
• Electropolymerization of Pd(II) Complexes Containing Phosphinoterthiophene Ligands
  作者：Olivier Clot、Michael O. Wolf、Brian O. Patrick

  DOI：10.1021/ja016465m

  日期：2001.10.1

  A series of Pd complexes of 3'-diphenylphosphino-2,2:5'2"-terthiophene (1a, dppterth) in which the metal is coordinated in three different modes have been,prepared and electropolymerized, resulting in the formation of conductive thin films. In [Pd-2(mu -Cl-2)(dppterth-P,C-3)(2)] (3a), the metal is P,C-coordinated, in. [PdCl2(dppterth-P)(2)] (4a) the coordination is monodentate via the phosphine, and in [Pd(dppterth-P,C-3)(dppterth-P, S-1)] [PF6] (5a) both P,C- and P,S-coordination modes are found. In 5a, the coordinated thiophene is hemilabile and may be displaced by reaction with more strongly coordinating ligands such as isocyanides, To probe the effect of blocking the a-position of the terthienyl moiety with methyl groups, 3'-diphenylphosphino-5-methyl-2,2':5'2"-terthiophene (1b, Me-dppterth) and 3'-diphenylphosphino-5,5"-dimethyl-2,2':5'2"-terthiophene (1c, Me-2-dppterth) were prepared, and the corresponding series of Pd complexes was synthesized. One of these complexes, [Pd(Me-2-dppterth-P,C-3)(Me-2-dppterth-P,S-1)] [PF6] (5c), has been crystallographically characterized. The electropolymerized films prepared, from 5a react with isonitriles, and shifts in the absorption spectra of the electropolymerized materials are observed upon reaction. A Pd complex has also been prepared from 5-diphenylphosphino-2,2':5,'2"-terihiophene (2, 5dppterth), and this complex has been electropolymerized. All the electropolymerized thin films have been characterized using EDX analysis, which demonstrates good correspondence with the elemental analysis of the respective monomers, and the maximum conductivities of the films are near 10(-4) S cm(-1). Comparing the electropolymerization behavior of the complexes, along with their electrochemical and spectroscopic data, allows conclusions to be drawn regarding the involvement of pi -delocalization and the metal group in the conductivity of the Materials.
• Coordination Mode Dependent Excited State Behavior in Group 8 Phosphino(terthiophene) Complexes
  作者：Stephanie A. Moore、Jeffrey K. Nagle、Michael O. Wolf、Brian O. Patrick

  DOI：10.1021/ic200392n

  日期：2011.6.6

  The ground and excited state behavior of four Ru(II) and Os(II) bipyridyl complexes containing the 3'-(diphenylphosphino)2,2':5',2 ''-terthiophene (PT3) ligand in two different coordination modes (P,S and P,C) is reported. The complexes are generally stable under extended photoirradiation, except for [Ru(bpy)(2)PT3-P,S](PF6)(2) which decomposes. Emission lifetimes and transient absorption spectra and lifetimes have been obtained for all the complexes. These data support a PT3 ligand based lowest excited state in the case of both P,S bound complexes, and a charge separated lowest excited state in both P,C bound complexes, conclusions supported by Density Functional Theory (DFT) calculations.
• Synthesis and reactivity of ruthenium(II) complexes containing hemilabile phosphine–thiophene ligands
  作者：Olivier Clot、Michael O. Wolf、Glenn P. A. Yap、Brian O. Patrick

  DOI：10.1039/b001898h

  日期：——

  bis(diphenylphosphino)methane (dppm) yields cis-[RuCl2(dppm)(dppterth-P,S1)] which isomerizes in solution to trans-[RuCl2(dppm)(dppterth-P,S1)]. These complexes react with carbon monoxide to give trans-[RuCl2(CO)(dppm)(dppterth-P)] and cis-[RuCl2(CO)(dppm)(dppterth-P)], respectively, in which the thiophene end of the dppterth ligand is displaced by CO. The electronic spectra of these complexes are reported. Crystal

  两个新的合成 膦–噻吩 配体， 2-（2'-二苯基膦基}苯基）噻吩报道了（dpppth）和3'-二苯基膦基-2,2'∶5'，2''-噻吩（dppterth）。这些配体与[RuCl 2（PPh 3）3 ]反应分别得到[RuCl 2（dpppth- P，S）2 ]和[RuCl 2（dppterth- P，S 1）2 ]，它们以两种的混合物形式存在溶液中的异构体。[RuCl 2（dpppth- P，S）2 ]在25°C下与一氧化碳反应，生成[RuCl 2（CO）（dpppth- P）（dpppth- P，S）]和[RuCl 2（CO ）的混合物）2（dpppth- P）2 ]，而[RuCl 2（dppterth- P，S 1）2 ]在相同条件下与CO反应，仅得到单羰基络合物[RuCl 2（CO）（dppterth- P）（dppterth- P），S 1）]。dppterth之一的位移配体在[RuCl