4'-<4-(N,N-di-p-anisylamino)phenyl>-2,2':6',2''-terpyridine | 136247-34-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4'-<4-(N,N-di-p-anisylamino)phenyl>-2,2':6',2''-terpyridine
• 英文别名: 4'-(di(p-anisyl)amino-phen-4-yl)-2,2′:6′,2''-terpyridine；4-([2,2′:6′,2″-terpyridin]-4′-yl)-N,N-bis(4-methoxyphenyl)aniline,；4′-(di-p-anisylaminophen-4-yl)-2,2′:6′,2″-terpyridine；NPhtpy；bis(4-methoxyphenyl)(4-[2,2':6',2'']-terpyridin-4'-ylphenyl)amine；4'-{(p-N,N-di-anisylamino)phenyl}-2,2':6',2''-terpyridine；4'-(4,4-Dimethoxyphenylamino-4-phenyl)-2,2':6',2''-terpyridine；4-(2,6-dipyridin-2-ylpyridin-4-yl)-N,N-bis(4-methoxyphenyl)aniline
• CAS: 136247-34-2
• 化学式: C₃₅H₂₈N₄O₂
• 分子量: 536.633
• InChiKey: NWFMYBCACWNMEE-UHFFFAOYSA-N

物化性质

• 沸点：
  716.0±60.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [Cr(4′-(4-tolyl)-2,2′:6′,2″-terpyridine)(O₃SCF₃)₃] 、 4'-<4-(N,N-di-p-anisylamino)phenyl>-2,2':6',2''-terpyridine 以 乙腈 为溶剂， 反应 6.0h， 以85.7 mg的产率得到[Cr(4-([2,2′:6′,2″-terpyridin]-4′-yl)-N,N-bis(4-methoxyphenyl)aniline)(4′-(4-tolyl)-2,2′:6′,2″-terpyridine)][O₃SCF₃]₃
  参考文献：
  名称：

  含4'-二苯基氨基-2,2'：6'，2''-三联吡啶配体的铬（III）的均同和杂合配合物

  摘要：

  两个杂合双（2,2'：6'，2 ''-叔吡啶）铬（III）络合物[Cr（1）（4'-（4-甲苯基）tpy）] [CF 3 SO 3 ] 3和[Cr（2）（4'-（4-甲苯基）| tpy）] [CF 3 SO 3 ] 3（1  = 4-（[2,2'：6'，2''-terpyridin] -4'-yl）-N，N-二苯基苯胺，2  = 4-（[[2,2'：6'，2''-萜啶] -4'-基）-N，N-双（4-甲氧基苯基）苯胺，4'-（4-甲苯基）制备了tpy = 4'-（4-甲苯基）-2,2'：6'，2″-三联吡啶），并与[Cr（4'-（4-甲苯基）tpy）的光谱和电化学性质进行了比较2 ] [CF3 SO 3 ] 3和[Cr（1）2 ] [CF 3 SO 3 ] 3。提出了[Cr（4'-（4-甲苯基）tpy）2 ] [CF 3 SO 3 ] 3 ·2MeCN的单晶结构，并讨论了每个阳离子容纳三个

  DOI：

  10.1016/j.poly.2015.01.015
• 作为产物：
  描述：

  4-溴-4',4'-二甲氧基三苯胺 在 乙酰胺 、 ammonium acetate 、 叔丁基锂 作用下， 反应 12.75h， 生成 4'-<4-(N,N-di-p-anisylamino)phenyl>-2,2':6',2''-terpyridine
  参考文献：
  名称：

  Long-Lived Photoinduced Charge Separation and Redox-Type Photochromism on Mesoporous Oxide Films Sensitized by Molecular Dyads

  摘要：

  The photoinduced charge separation in three different assemblies composed of an electron donor D and a chromophore sensitizer S adsorbed on nanocrystalline TiO2 films (D-S\TiO2) was investigated. In all of the systems, the sensitizer was a ruthenium(II) bis-terpyridine complex anchored to the semiconductor surface by a phosphonate group. In two of the assemblies, the donor was a 4-(N,N-di-p-anisylamino) phenyl group linked to the 4' position of the terpyridine, either directly (dyad D1-S) or via a benzyl ether interlocking group (dyad D2-S). In the third system, the sensitizer and the donor (3-(4-(N,N-di-p-anisylamino)phenoxy)-propyl-1-phosphonate) were coadsorbed on the surface ((D3+S)\TiO2). Laser flash photolysis showed that the photoinduced charge separation process follows the sequence D-S*\TiO2 -->(1) D-S+\(e(-))TiO2 -->(2) D+-S\(e(-))TiO2 -->(3) D-S\TiO2 Resonance Raman spectroscopy indicates that in the excited assemblies D2-S*\TiO2 and (D3+S*)\TiO2, one electron is promoted from the metal center to the terpyridine ligand linked to the semiconductor, whereas in the system D1-S*\TiO2 the excited electron is located on the ligand linked to the donor. The quantum yield of charge separation (steps 1 and 2) was found to be close to unity for the two former assemblies but only 60% for the latter one. In all three cases, the electron injection was very fast (<1 ns), and the hole transfer to the donor was fast (10-20 ns). The half-lifetime of the charge separated state (step 3) was 3 mu s for (D3(+)+S)\(e-)TiO2, as in the model system S+\(e-)TiO2; it was 30 mu s in D1(+)-S\(e(-))TiO2 and 300 mu s in D2(+)-S\(e-)TiO2. Electrodes made of any of the surface-confined dyads on conducting glass display a strong redox-type photochromism. When a positive potential (+0.5 V vs NHE) is applied to the electrode, charge recombination (step 3) is blocked. As a result, the visible absorption spectrum of the electrode changes, due to the appearance: of the absorption feature of the oxidized donor (lambda(max) = 730 nm). Return to the reduced state is achieved by electron injection through the conduction band of the TiO2 under forward bias (-0.5 V). None of the assemblies D1-S\TiO2 and D2-S\TiO2 gave better photovoltaic performances than the model system S\TiO2. This was attributed in the first case to the low injection efficiency and, in the second case, to an additional short-circuiting pathway constituted by the charge percolation inside the molecular monolayer and to the underlying conducting glass, as previously observed with monolayers of the donor D3.

  DOI：

  10.1021/ja981742j

文献信息

• The d10 route to dye-sensitized solar cells: step-wise assembly of zinc(ii) photosensitizers on TiO2 surfaces
  作者：Biljana Bozic-Weber、Edwin C. Constable、Nik Hostettler、Catherine E. Housecroft、Ralf Schmitt、Ewald Schönhofer

  DOI：10.1039/c2cc31729j

  日期：——

  Dye-sensitized solar cells have been assembled using a sequential approach: a TiO2 surface was functionalized with an anchoring ligand, followed by metallation with Zn(OAc)2 or ZnCl2, and subsequent capping with a chromophore functionalized 2,2′:6′,2′′-terpyridine; the DSCs exhibit surprisingly good efficiencies confirming the effectiveness of the new strategy for zinc-based DSC fabrication.

  染料敏化太阳能电池采用顺序方法组装：用锚定配体对 TiO2 表面进行功能化，然后用 Zn(OAc)2 或 ZnCl2 进行金属化，最后用发色团功能化 2,2':6' 进行封端， 2''-三联吡啶； DSC 表现出令人惊讶的良好效率，证实了锌基 DSC 制造新策略的有效性。
• Ruthenium-<i>bis</i>-terpyridine Complex with Two Redox-Asymmetric Amine Substituents: Potential-Controlled Reversal of the Direction of Charge-Transfer
  作者：Hai-Jing Nie、Chang-Jiang Yao、Meng-Jia Sun、Yu-Wu Zhong、Jiannian Yao

  DOI：10.1021/om500904k

  日期：2014.11.10

  aminium radical cation of the Ntpy ligand (MNNtpyCT) appeared at 1380 nm. Complexes [Ru(NPhtpy)(tpy)]2+ (tpy is 2,2′:6′,2″-terpyridine), [Ru(Ntpy)(tpy)]2+, and [Ru(NPhtpy)2]2+ have been prepared and studied for the purpose of comparison. TDDFT calculations show that the involvement of the intraligand charge transfer from both NPhtpy and Ntpy ligands is responsible for the enhancement of the visible

  制备了带有两个氧化还原不对称胺单元的钌-双-三联吡啶络合物[Ru（NPhtpy）（Ntpy）] 2+（2 2+），其中NPhtpy为4'-（二-对-茴香基氨基酚-4-基）-2，2′：6′，2″-吡啶和Ntpy是4′-（二-对-茴香基氨基）-2，2′：6′，2″-吡啶。该络合物在相对于Ag / AgCl的+0.82和+1.02 V下显示两个连续的氧化还原对，分别被分配给NPhtpy和Ntpy配体的胺组分的N •+ / 0过程。通过氧化电解获得的单氧化络合物2 3+表明存在从钌（II）到NPhtpy配体（MN的氧化的铝自由基阳离子）的电荷转移NPhtpy CT）约为1000 nm。在二氧化形式（2 4+）中，MN NPhtpy CT跃迁明显减少，并且在1380 nm处出现了从钌（II）到Ntpy配体（MN Ntpy CT）氧化的铝自由基阳离子的相反电荷转移。络合物[Ru（NPhtpy）（tpy）]
• Osmium Bisterpyridine Complexes with Redox-Active Amine Substituents: A Comparison Study with Ruthenium Analogues
  作者：Meng-Jia Sun、Jiang-Yang Shao、Chang-Jiang Yao、Yu-Wu Zhong、Jiannian Yao

  DOI：10.1021/acs.inorgchem.5b01420

  日期：2015.8.17

  These complexes show rich visible absorptions attributed to the singlet metal-to-ligand charge-transfer (1MLCT), triplet MLCT, and intraligand charge-transfer transitions. Complexes 3(PF6)2 and 5(PF6)2 show weak emissions around 720 nm at room temperature. All complexes show stepwise oxidations of the osmium ion and the amine segment. However, the redox potentials and the order of the OsIII/II and N•+/0

  五种具有氧化还原活性胺取代基的m络合物，[Os（ttpy）（Ntpy）]（PF 6）2（1（PF 6）2），[Os（Ntpy）2 ]（PF 6）2（2（PF 6）2），[Os（ttpy）（NPhtpy）]（PF 6）2（3（PF 6）2），[Os（Ntpy）（NPhtpy）]（PF 6）2（4（PF 6）2），和[Os（NPhtpy）2 ]（PF 6）2（制备了5（PF 6）2），其中ttpy是4'-甲苯基-2,2'：6'，2”-三联吡啶，Ntpy是4'-（二-对-茴香基氨基）-2,2' ：6'，2″-吡啶，而NPhtpy是4′-（二-对-氨基苯甲酚-4-基）-2，2'：6'，2″-吡啶。显示了2（PF 6）2和4（PF 6）2的X射线晶体学数据。这些配合物显示出丰富的可见光吸收，这归因于单重态金属到配体的电荷转移（1 MLCT），三重态MLCT和配体内部的电荷转移跃迁。配合物3（PF 6）2和图5（PF
• Terpyridine ruthenium–triarylamine asymmetrical mixed-valence systems: Syntheses, (Spectro) electrochemistry and theoretical calculations
  作者：Zishun Lin、Ziteng Li、Wenbo Xiao、Lingqiao Kong、Jingwen Xu、Yonglin Xia、Xiaoming Zhu、Fuxing Zhang、Ya-Ping Ou

  DOI：10.1016/j.jorganchem.2023.122708

  日期：2023.7

  bonding and electronic properties of these complexes were investigated by spectro-electrochemistry and theoretical calculations. Electrochemical results revealed that four complexes exhibited two successive single-electron redox processes, in which the first-step electrochemical behavior of tpyRu-ethynyl-TAA complexes occurred at the triarylamine moiety, the first-step based-metal oxidation of Cl-tpyRu-TAA

  制备并表征了一系列不对称的三联吡啶钌-TAA 氧化还原活性有机金属配合物。通过光谱电化学和理论计算研究了这些配合物的键合和电子性质。电化学结果表明，四种配合物表现出两个连续的单电子氧化还原过程，其中tpyRu-乙炔基-TAA配合物的第一步电化学行为发生在三芳基胺部分，Cl-tpyRu-TAA的第一步基金属氧化络合物决定，它们的半波电位差ΔE逐渐减少。通过光谱电化学得到的混合价态的近红外(NIR)光谱结果表明，它们都具有近红外多重吸收特性。单氧化的 tpyRu-乙炔基-TAA 分子的最大吸收波长随着桥共轭延伸而发生红移，而 Cl-tpyRu-TAA 混合价态仅在高能区表现出弱吸收，这随后通过 TDDFT 计算得到证实。电子耦合参数H ab通过 Marcus-Hush 理论从混合价态的价间电荷转移分析中获得，随着桥链的延伸逐渐减小，这与电化学结果一致。此外，DFT计算表明，随着共轭桥的延伸，中
• Instantaneous High‐Resolution Visual Imaging of Latent Fingerprints in Water Using Color‐Tunable AIE Pincer Complexes
  作者：Lixin Duan、Qingshu Zheng、Tao Tu

  DOI：10.1002/adma.202202540

  日期：2022.9

  leather, and ceramic tile. Remarkably, latent fingerprints can be visualized within seconds including details of whorl and sweat pores. The color of emission can be tuned from blue to orange by modifying the pincer ligands, allowing direct imaging under sunlight. These inexpensive, water-resistant, and color-tunable probes provide a practical approach for latent fingerprints recording and analysis, security

  潜在指纹的即时可视化是通过在紫外光或环境阳光下使用一系列水溶性三联吡啶锌配合物作为纯水中的聚集诱导发射探针开发的。只需将探针的水溶液浸泡或喷洒，即可在包括锡箔、玻璃、纸张、钢、皮革和瓷砖在内的各种表面上轻松生成具有高对比度和分辨率的亮黄色荧光图像。值得注意的是，潜指纹可以在几秒钟内看到，包括螺纹和汗孔的细节。通过修改钳形配体，可以将发射的颜色从蓝色调整为橙色，从而可以在阳光下直接成像。这些价格低廉、防水且颜色可调的探针为潜指纹记录和分析、安全保护、