10-<(4'-methyl-2',2-bipyridin-4-yl)methyl>phenothiazine | 118724-32-6

• 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'-methyl-2',2-bipyridin-4-yl)methyl>phenothiazine
• 英文别名: 10-[(4'-methyl-2,2'-bipyridin-4-yl)methyl]-phenothiazine；10-((4'-methyl-2,2'-bipyridin-4-yl)methyl)phenothiazine；10-[(4'-methyl-2,2'-bipyridin-4-yl)methyl]phenothiazine；4-methyl-4'-(N-phenothiazylmethyl)-2,2'-bipyridine；10-[[2-(4-Methylpyridin-2-yl)pyridin-4-yl]methyl]phenothiazine
• CAS: 118724-32-6
• 化学式: C₂₄H₁₉N₃S
• 分子量: 381.501
• InChiKey: DOVOLLJMYXXCSN-UHFFFAOYSA-N

物化性质

• 熔点：
  155-156 °C
• 沸点：
  580.0±50.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  54.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 10-<(4'-methyl-2',2-bipyridin-4-yl)methyl>phenothiazine 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Solvent and temperature dependence of electron transfer in the inverted region

  摘要：

  The solvent and temperature dependences of the mte constant for the electron transfer reaction Re(I)(byp.--PTZ.+)(CO)3Cl --> Re(I)(bpy-PTZ)(CO)3Cl (bpy-PTZ is 10-[4'-methyl-2,2-bipyridin-4-yl]phenothiazine) have been studied by transient absorption measurements. This reaction, which occurs in the inverted region, was induced following Re(I) --> bpy excitation of Re(I)(bpy-PTZ)(CO)3Cl and intramolecular-PTZ --> Re(II) electron transfer. On the basis of electrochemical measurements of DELTAE1/2 [DELTAE1/2 - E1/2(PTZ0/+) - E1/2(bpy0/-) and dielectric continuum theory, the variation of ln k in seven relatively polar solvents (k = 4.33 X 10(6) s-1 in benzonitrile to 6.67 x 10(6) s-1 in propylene carbonate) can be accounted for quantitatively by the energy gap law. A linear correlation between ln k and T for electron transfer in propylene carbonate over the range 223 K (k = 6.33 X 10(6) s-1) to 303 K (k = 7.11 X 10(6) s-1) is also consistent with the energy pp law. From temperature-dependent MeasureMents Of DELTAE1/2, -partial derivative DELTAE1/2/partial derivative T approximately DELTAS = 12 cal mol-1 K-1. From this value, the quantity gamma/HBARomega(M) = 3.4 eV-1 obtained from an earlier free energy dependence study, and the variation of In k with T, a solvent reorganizational energy (lambda0') of approximately 0.4 eV can be calculated. This quantity also includes a contribution from low-frequency vibrations treated classically.

  DOI：

  10.1021/j100152a015
• 作为产物：
  描述：

  4-羟甲基-4'-甲基-2,2'-联吡啶 在 正丁基锂 、 氢溴酸 作用下， 反应 7.0h， 生成 10-<(4'-methyl-2',2-bipyridin-4-yl)methyl>phenothiazine
  参考文献：
  名称：

  Synthesis of side-chain derivatives of 2,2'-bipyridine

  摘要：

  DOI：

  10.1021/jo00268a042

文献信息

• Electron Donor−Acceptor Dyads and Triads Based on Tris(bipyridine)ruthenium(II) and Benzoquinone:  Synthesis, Characterization, and Photoinduced Electron Transfer Reactions
  作者：Magnus Borgström、Olof Johansson、Reiner Lomoth、Helena Berglund Baudin、Staffan Wallin、Licheng Sun、Björn Åkermark、Leif Hammarström

  DOI：10.1021/ic020606j

  日期：2003.8.1

  PTZ-Ru(II) a reversible, near isoergonic electron transfer was observed on excitation. Thus, a quasiequilibrium was established with an observed time constant of 7 ns, with ca. 82% of the population in the PTZ-Ru(II) state and 18% in the PTZ(*)(+)-Ru(II)(bpy(*)(-)) state. These states decayed in parallel with an observed lifetime of 90 ns. The initial electron transfer to form the PTZ(*)(+)-Ru(II)(bpy(*)(-))

  合成了两个基于苯醌醌受体的电子给体-受体三单元组，它们与吸收光的[Ru（bpy）（3）]（2+）络合物连接。在三元组6（表示为Ru（II）-BQ-Co（III））中，[Co（bpy）（3）]（3+）配合物（潜在的次要受体）与醌连接。在另一个三元组8中（表示为PTZ-Ru（II）-BQ），吩噻嗪供体连接到钌部分。准备相应的二元组Ru（II）-BQ（4）和PTZ-Ru（II）（9）进行比较。在钌部分的可见光带中受光激发后，电子转移到醌，速率常数为k（f）= 5 x 10（9）s（-）（1）（tau（f）= 200 ps）。所有包含醌的配合物。随后以速率常数k（b）约4.5 x 10（8）s（-）（1）（tau（b）约2.2 ns）重新复合为基态，对于Ru（II）-BQ和Ru（II）-BQ-Co（III）而言，都没有电荷转移以产生还原的Co（II）部分的迹象。但是，在PTZ-Ru（II）-BQ三
• Stereochemical Control of Donor and Acceptor Groups in a Monomeric Chromophore−Quencher Complex of Ruthenium(II)
  作者：Todd J. Rutherford、F. Richard Keene

  DOI：10.1021/ic9615279

  日期：1997.6.1

  The chromophore-quencher complex [Ru(Me(2)bpy)(bpy-MV(2+))(bpy-PTZ)](4+), containing one donor (phenothiazine, PTZ) and one acceptor (methyl viologen, MV(2+)) functionality, has been synthesized and separated into its four geometric isomers. This was achieved through the intermediacy of [Ru(Me(2)bpy)(bpy-MV(2+))(py)(2)](4+), the two isomers of which were separated and each reacted stereoselectively

  发色团-猝灭剂复合物[Ru（Me（2）bpy）（bpy-MV（2 +））（bpy-PTZ）]（4+），包含一个供体（吩噻嗪，PTZ）和一个受体（甲基紫精，MV （2+））官能团，已经合成并分离成其四个几何异构体。这是通过[Ru（Me（2）bpy）（bpy-MV（2 +））（py）（2）]（4+）的中间体实现的，将其两个异构体分离并分别与bpy立体反应-PTZ产生目标分子的两个不同的异构体对。阳离子交换色谱法允许分离以实现四种形式。产物和中间体的异构体通过NMR光谱表征。这是分离包含单个供体和单个受体官能团的单核系统几何异构体的第一个示例。
• Long-Lived Photoinduced Charge Separation across Nanocrystalline TiO2 Interfaces
  作者：Roberto Argazzi、Carlo A. Bignozzi、Todd A. Heimer、Felix N. Castellano、Gerald J. Meyer

  DOI：10.1021/ja00152a028

  日期：1995.11
• Jones Jr., Wayne E.; Bignozzi, Carlo A.; Chen, Pingyun, Inorganic Chemistry, 1993, vol. 32, # 7, p. 1167 - 1178
  作者：Jones Jr., Wayne E.、Bignozzi, Carlo A.、Chen, Pingyun、Meyer, Thomas J.

  DOI：——

  日期：——
• One-Pot Synthesis and Characterization of a Chromophore−Donor−Acceptor Assembly
  作者：Kimberly A. Maxwell、Milan Sykora、Joseph M. DeSimone、Thomas J. Meyer

  DOI：10.1021/ic990512i

  日期：2000.1.1

  The acid-functionalized tris-heteroleptic chromophore-donor-acceptor assembly [Ru-II(bpyCOOH)(bpyCH(2)PTZ)(bpyCH(2)MV(2+))](PF6)(4)](4+) (1) (bpyCOOH = 4'-methyl-2,2'-bipyridine-4-carboxylic acid; bpyCH(2)PTZ = 10-((4'-methyl-2,2'-bipyridin-4-yl)methyl)phenothiazine; bpyCH(2)MV(2+) = 1-((4'-methyl-2,2'-bipyridin-4-yl)methyl)1'-methyl-4,4'-bipyridinediium) was synthesized in a one-pot reaction by careful selection of the order of ligand addition to RuCl2(DMSO)(4) (DMSO = dimethyl sulfoxide). The success of this method was based upon separation and isolation of 1 from mixtures containing ligand-scrambled products by cation exchange chromatography. Metal-to-ligand charge-transfer (MLCT) excitation in acetonitrile at 464 nm was followed by intramolecular electron transfer to give a redox-separated state [Ru-II(bpyCOOH)(bpyCH(2)PTZ(.+))(bpyCH(2)MV(.+))](4+) with an efficiency of eta(RS) = 0.35 +/- 0.05.