4′-(di-p-anisylamino)-2,2′:6′,2″-terpyridine | 1313864-64-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4′-(di-p-anisylamino)-2,2′:6′,2″-terpyridine
• 英文别名: 4'-(di-p-anisylamino)-2,2':6',2''-terpyridine；4'-di-p-anisylamino-2,2':6',2''-terpyridine；daatpy；Ntpy；N,N-bis(4-methoxyphenyl)-2,6-dipyridin-2-ylpyridin-4-amine
• CAS: 1313864-64-0
• 化学式: C₂₉H₂₄N₄O₂
• 分子量: 460.535
• InChiKey: YVOOVSNNIDPPRW-UHFFFAOYSA-N

物化性质

• 沸点：
  683.6±55.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  [RuCl₃(tetra(2-pyridyl)pyrazine)RuCl₃] 、 4′-(di-p-anisylamino)-2,2′:6′,2″-terpyridine 在 六氟磷酸钾 作用下， 以 乙二醇 、 水 为溶剂， 反应 0.5h， 以33%的产率得到[(4’-di-p-anisylamino-2,2’:6’,2’’-terpyridine)₂Ru₂(tetra-2-pyridylpyrazine)][PF₆]₄
  参考文献：
  名称：

  Multi-Center Redox-Active System: Amine–Amine Electronic Coupling through a Cyclometalated Bisruthenium Segment

  摘要：

  A multicenter redox-active system with a linear N-Ru-Ru-N array, where two distal triarylamine sites are bridged by a cyclometalated bisruthenium segment, has been synthesized and characterized with single-crystal X-ray analysis. This system displays four consecutive and separate anodic redox waves at low potentials, indicating the presence of amine-amine electronic coupling with a distance of 19.16 angstrom through the cyclometalated bisruthenium segment. In contrast, when a noncyclometalated bisruthenium bridge is used, no amine-amine coupling is present. Upon stepwise oxidation by chemical or electrochemical methods, four-step absorption spectral changes occur in the visible to near-infrared region. In addition, the EPR studies and DFT and TDDFT calculations of the singly oxidized state are presented.

  DOI：

  10.1021/ic400082z
• 作为产物：
  描述：

  4,4'-二甲氧基二苯胺 、 4'-溴-α,α,α''-三吡啶 在 Pd catalyst 作用下， 以78%的产率得到4′-(di-p-anisylamino)-2,2′:6′,2″-terpyridine
  参考文献：
  名称：

  双（吡啶）钌（II）配合物桥接的两个胺氧化还原中心之间的电子通信

  摘要：

  合成并分别表征了两个分别附有一个或两个二-对-茴香基氨基的双（叔吡啶）钌（II）配合物2和3。通过电化学和光谱分析研究了它们的电子性质。通过间隔电荷转移带分析估计3个单个胺位点之间的电子通讯。

  DOI：

  10.1021/ic200701j

文献信息

• Organic–inorganic mixed-valence systems with strongly-coupled triarylamine and cyclometalated osmium
  作者：Hai-Jing Nie、Jiang-Yang Shao、Chang-Jiang Yao、Yu-Wu Zhong

  DOI：10.1039/c4cc04268a

  日期：——

  Organic–inorganic mixed-valence systems with strongly-coupled triarylamine and cyclometalated osmium have been developed. They display two well-separated redox couples at low potentials. Each of the three readily accessible oxidation states can be distinguished by the absorbance at three different wavelengths.

  已经开发出有机-无机混合价体系，其中包含强耦合三芳基胺和环金属锇。它们在低电位下显示出两个分离良好的氧化还原对。通过三个不同波长的吸光度，可以区分三种容易获得的氧化态。
• 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
• Multi-Center Redox-Active System: Amine–Amine Electronic Coupling through a Cyclometalated Bisruthenium Segment
  作者：Chang-Jiang Yao、Yu-Wu Zhong、Jiannian Yao

  DOI：10.1021/ic400082z

  日期：2013.4.1

  A multicenter redox-active system with a linear N-Ru-Ru-N array, where two distal triarylamine sites are bridged by a cyclometalated bisruthenium segment, has been synthesized and characterized with single-crystal X-ray analysis. This system displays four consecutive and separate anodic redox waves at low potentials, indicating the presence of amine-amine electronic coupling with a distance of 19.16 angstrom through the cyclometalated bisruthenium segment. In contrast, when a noncyclometalated bisruthenium bridge is used, no amine-amine coupling is present. Upon stepwise oxidation by chemical or electrochemical methods, four-step absorption spectral changes occur in the visible to near-infrared region. In addition, the EPR studies and DFT and TDDFT calculations of the singly oxidized state are presented.
• Electronic Communication between Two Amine Redox Centers Bridged by a Bis(terpyridine)ruthenium(II) Complex
  作者：Chang-Jiang Yao、Jiannian Yao、Yu-Wu Zhong

  DOI：10.1021/ic200701j

  日期：2011.8

  bis(terpyridine)ruthenium(II) complexes 2 and 3 appended with one or two di-p-anisylamino groups, respectively, were synthesized and fully characterized. Their electronic properties were studied by electrochemical and spectroscopic analyses. Electronic communication between individual amine sites of 3 was estimated by intervalence charge-transfer band analyses.

  合成并分别表征了两个分别附有一个或两个二-对-茴香基氨基的双（叔吡啶）钌（II）配合物2和3。通过电化学和光谱分析研究了它们的电子性质。通过间隔电荷转移带分析估计3个单个胺位点之间的电子通讯。