10-(4-picolyl)phenothiazine | 97170-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 10-(4-picolyl)phenothiazine
• 英文别名: 10-(picolin-4-yl)phenothiazine；pptz；10-(4-Picolyl) phenothiazine；10-(pyridin-4-ylmethyl)phenothiazine
• CAS: 97170-93-9
• 化学式: C₁₈H₁₄N₂S
• 分子量: 290.389
• InChiKey: CKMHDZUELOYKGH-UHFFFAOYSA-N

物化性质

• 沸点：
  481.7±34.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-(4-picolyl)phenothiazine 、 [rhenium(I)(pentacarbonyl)(trifluoromethanesulfonate)] 以 二氯甲烷 为溶剂， 以70%的产率得到[Re(CO)5(10-(4-picolyl)phenothiazine)](OSO2CF3) * 3 H2O
  参考文献：
  名称：

  Strouse, Geoffrey F.; Schoonover, Jon R.; Duesing, Richard, Inorganic Chemistry, 1995, vol. 34, # 10, p. 2725 - 2734

  摘要：

  DOI：

文献信息

• Synthesis and Characterization of Polypiridine-Based Rhenium(I) Complexes with Pyrazino[2,3-f][1,10]phenanthroline
  作者：Ramiro Díaz、Angélica Francois、Ana María Leiva、Bárbara Loeb、Ester Norambuena、Mauricio Yañez

  DOI：10.1002/hlca.200690119

  日期：2006.6

  A series of tricarbonyl rhenium(I) complexes of the type fac-[ReI(CO)3(ppl)(L)]0/+, where ppl is pyrazino[2,3-f][1,10]phenanthroline, and where L is Cl−, TfO−, 4-(tert-butyl)pyridine (tBu-py), 4-methoxypyridine (MeO-py), 4,4′-bipyridyl (bpy), or 10-(picolin-4-yl)phenothiazine (pptz), were synthesized and fully characterized. In all complexes, an increment in the electron-acceptor properties of ppl

  一系列类型为fac- [Re I（CO）3（ppl）（L）] 0 / +的三羰基rh（I）配合物，其中ppl为吡嗪并[2,3- f ] [1,10]菲咯啉，和其中L是Cl -，TFO -，4-（叔丁基）吡啶（吨卜-PY），4-甲氧基吡啶（MEO-PY），4,4'-联吡啶（BPY），或10-（picolin-合成并充分表征了4-基）吩噻嗪（pptz）。在所有复合物中，观察到ppl的电子受体性质与游离配体相比增加。这种效果是为吡啶基型配体更显著，特别是对于pptz相比，氯-或TFO -。比较了fac- [Re（CO）3（ppl）（pptz）] PF 6的性质与类似化合物fac- [Re（CO）3（dppz）（pptz）] PF 6的性质，其中dppz为双吡啶（3，2- a  ：2′，3′- c）吩嗪，目的是产生长寿命的激发电荷转移（CT）状态。在这方面，fac- [Re（CO）3（ppl）（pptz）]
• Synthesis and characterization of rhenium(I) complexes with the polypyridinic quinone functionalized electron acceptor ligand [3,2-a:2′,3′-c]-benzo[3,4]-phenazine-11,16-quinone, Nqphen
  作者：Ramiro Díaz、Angélica Francois、Bárbara Loeb

  DOI：10.1016/j.poly.2010.12.001

  日期：2011.3

  Abstract In this work, the synthesis and characterization of fac-[Re(CO)3(Nqphen)(L)]PF6 complexes is reported. Nqphen is the quinone substituted acceptor ligand [3,2-a:2′,3′-c]-benzo[3,4]-phenazine-11,16-quinone, and L represents the donor monodentate pyridine substituted ligands 4-tert-butylpyridine (t-Bupy), 4-methoxypyridine (MeO-py) or 10-(4-picolyl)phenothiazine (py-PTZ). The complexes were synthesized

  摘要报道了fac- [Re（CO）3（Nqphen）（L）] PF6配合物的合成与表征。Nqphen是醌取代的受体配体[3,2-a：2'，3'-c]-苯并[3,4]-吩嗪-11,16-醌，L表示供体单齿吡啶取代的配体4-tert -丁基吡啶（t-Bupy），4-甲氧基吡啶（MeO-py）或10-（4-picolyl）吩噻嗪（py-PTZ）。通过在甲醇中回流金属前体fac-Re（CO）3（Nqphen）TfO（TfO =三氟甲磺酸根阴离子）合成相应的L配体。配合物的UV-Vis光谱主要由强配体内（IL）谱带和强度较低的金属配体电荷转移（MLCT）谱带组成，最大值在380-400 nm范围内。红外图显示了三羰基Re配合物具有面部（fac）几何形状的典型图案。观察到另一个归因于Nqphen醌片段的v（CO）拉伸带。电化学数据表明，相对于游离配体，Nqphen的受体容量增加了。该作用对L配体的性质敏感，顺序如下：MeO-py
• Surface anchored self-assembled reaction centre mimics as photoanodes consisting of a secondary electron donor, aluminium(<scp>iii</scp>) porphyrin and TiO₂ semiconductor
  作者：Niloofar Zarrabi、Gary N. Lim、Brandon J. Bayard、Francis D'Souza、Prashanth K. Poddutoori

  DOI：10.1039/c9cp03400e

  日期：——

  separation occurs in the form of electron injection from AlPorF3 to TiO2 followed by a secondary process involving photooxidation of the donor (PTZ and TTF) with AlPorF3˙+. The estimated electron injection lifetimes and the AlPorF3˙+ decay lifetimes strongly depend on the electron richness of the donor; the higher the electron density of the donor, the faster the electron injection and photooxidation witnessed

  一系列垂直组装的光阳极，由5,10,15,20-四（3,4,5-三氟苯基）铝（III）卟啉（AlPorF 3），吡啶附加的电子供体（PTZ-Py，PTZ =吩噻嗪）组成；通过利用AlPorF 3独特的轴向性能，制造了TTF-Py（TTF =四硫富瓦烯）和半导体TiO 2。新的光阳极通过稳态和瞬态光谱技术进行表征。瞬态吸收研究表明，在没有供体的情况下，光阳极（AlPorF 3 -TiO 2和AlPorF 3 -Ph-TiO 2）均显示出来自AlPorF 3的电子注入。进入TiO 2的导带和注入效率在很大程度上取决于连接基。当AlPorF 3直接与TiO 2结合时，显示出更快的电子注入和复合。尽管二次电子给体与AlPorF 3（即Donor-Py-AlPorF 3 -TiO 2和Donor-Py-AlPorF 3 -Ph-TiO 2）配位，但主电荷分离是以AlPorF注入电子的形式发生的3对于TiO
• Structure, Physical and Photophysical Properties, and Charge Separation Studies of Re(bpm)(CO)3Ln+ Complexes (L = CH3CN, py, MeQ+, py-PTZ)
  作者：Randy J. Shaver、Marc W. Perkovic、D. Paul Rillema、Clifton Woods

  DOI：10.1021/ic00126a013

  日期：1995.10

  The synthesis, structure, and physical and/or photophysical properties of Re(bpm)(CO)(3)L(n+), where bpm is 2,2'-bipyrimidine and L = CH3CN, py (pyridine), MeQ(+) (N-methyl-4,4'-bipyridinium ion), and py-PTZ (10-(4-picolyl)phenothiazine), are described. The structure of [Re(bpm)(CO)(3)(CH3CN)]PF6 . 1/2CH(3)CN was determined by single-crystal X-ray diffraction. It crystallized in the space group P ($) over bar 1 with cell dimensions a = 10.089(11) Angstrom, b = 11.855(6) Angstrom, c = 18.990(6) Angstrom, alpha = 89.71(3)degrees, beta = 77.65(6)degrees, gamma = 65.83(6)degrees, Z = 4, and D-calcd = 2.082 g/cm(3). Of the 5565 reflections (Mo K alpha, 3.5 degrees less than or equal to 2 theta less than or equal to 45 degrees), 4721 reflections with F-0 > 3.0 sigma(F-0) were used in full-matrix least-squares refinement. Final residuals were R(F) = 0.0692 and R(w)(F) = 0.1026. The asymmetric unit contained two independent cations. The Re-N(bpm) bond distances were 2.171(9) and 2.198(10) Angstrom for one cation and 2.161(12) and 2.187(12) Angstrom for the other; the two Re-N(CH3CN) bond distances were 2.094(14) and 2.177(13) Angstrom, and the Re-C(CO) bond distances were 1.908(15), 1.938(17), and 1.912(12) Angstrom for the first cation and 1.897(15), 1.896(19), and 1.919(15) W for the second. The complexes exhibited three CO infrared-active bands in the 1900-2100 cm(-1) region and underwent optical transitions in the 300-350 nm region assigned to d pi(Re) --> pi*(bpm) transitions and in the 200-300 nm region assigned to intraligand pi --> pi* transitions. The complexes underwent multiple reductions attributed to reduction of coordinated bpm and MeQ(+). The first reduction of Re(bpm)(CO)(3)-py(+) was located at E(1/2) = -0.84 v VS SSCE, whereas the first reduction of Re(bpm)(CO)(3)MeQ(2+) was observed at E(1/2) = -0.70 V vs SSCE and was attributed to reduction of the MeQ(+) ligand. The only oxidations observed were for Re(bpm)(CO)(3)py-PTZ(+). These were located at E(1/2) values of 0.82 and 1.53 V vs SSCE and were attributed to oxidation of the py-PTZ ligand. Emission was observed from all the complexes in acetonitrile at room temperature except from Re(bpm)(CO)(3)py-PTZ(+). The emission quantum yields were low (Phi(em) = (0.5-2) x 10(-3)) and the emission lifetimes were short (tau similar to 2 ns). Transient absorption spectra revealed that charge separation occurred for both Re(bpm)(CO)(3)MeQ(2+) and Re(bpm)(CO)(3)py-PTZ(+) and involved transfer of an electron from Re(I) to MeQ(+) generating Re(II) and the MeQ(.) radical in the former and from py-PTZ to Re(II) forming the py-PTZ(+) radical cation and Re(I) in the latter. Intramolecular back electron transfer in [(bpm(-))Re-I(CO)(3)(py-PTZ(+))](+) occurred at a rate of 1.6 x 10(8) s(-1) and in [(bpm)Re-II(CO)(3)(MeQ(.))](2+) at a rate of 5.5 x 10(7) s(-1).
• Excited State Competition in <i>fac</i>-[Re^I(dppz)(CO)₃(py-PTZ)]⁺
  作者：W. Doug Bates、Pingyun Chen、Dana M. Dattelbaum、Wayne E. Jones、Thomas J. Meyer

  DOI：10.1021/jp990543z

  日期：1999.7.1

  Following Re-I --> dppz (dppz is dipyrido[3,2-a:2',3'-c]phenazine) metal-to-ligand charge transfer (MLCT) excitation of fac-[Re(dppz)(CO)(3)(py-PTZ)](+) (py-PTZ is 10-(4-picolyl)phenothiazine), there is a dynamic competition between intramolecular electron and energy transfer. Laser flash photolysis at 420 nm in 1,2-dichloroethane produces the MLCT excited state fac-[Re-II(dppz(.-))(CO)(3)(py-PTZ)](+)*. It undergoes intramolecular energy transfer to give the dppz-localized pi pi* excited state [Re-I((3)dppz)*(CO)(3)(py-PTZ)](+) (3 pi pi*) in competition with electron transfer to give the redox-separated state (RS) [Re-I(dppz(.-))(CO)(3)(py-PTZ(.+))](+). The pi pi* state decays to the ground state with k = 1.7 x 10(4) s(-1) (tau = 60 +/- 15 mu s) and the RS state decays with k = 9.1 x 10(6) s(-1) (tau = 110 +/- 10 ns). The competition ratio for formation of the two is [RS]/[(3)pi pi*] similar to 2.4. Subsequent (3)pi pi* --> RS interconversion is slow oven though the process is favored by 0.43 eV.