4'-(4-(2-(4-(N,N'-diphenylamino)phenyl)ethylene)phenyl)-2,2':6',2''-terpyridine | 1265220-84-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4'-(4-(2-(4-(N,N'-diphenylamino)phenyl)ethylene)phenyl)-2,2':6',2''-terpyridine
• 英文别名: 4'-(4-{2-[4-(N,N-diphenylamino)phenyl]ethenyl}phenyl)-2,2':6',2''-terpyridine；4'-(4-{2-[4-(N,N-diphenylamino)phenyl]vinyl}phenyl)-2,2':6',2''-terpyridine；4-[4-(2,2':6",2"-terpyridinyl)]styryltriphenylamine；4-[4-(2,2':6',2'’-terpyridinyl)] styryl triphenylamine
• CAS: 1265220-84-5
• 化学式: C₄₁H₃₀N₄
• 分子量: 578.716
• InChiKey: SIWRLLANPPOLDD-UHFFFAOYSA-N

物化性质

• 沸点：
  745.0±60.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.51
• 重原子数：
  45.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.91
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  dichloro( 1,5-cyclooctadiene)platinum(ll) 、 4'-(4-(2-(4-(N,N'-diphenylamino)phenyl)ethylene)phenyl)-2,2':6',2''-terpyridine 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  A Selective Colorimetric Hg²⁺Probe Featuring a Styryl Dithiaazacrown Containing Platinum(II) Terpyridine Complex through Modulation of the Relative Strength of ICT and MLCT Transitions

  摘要：

  A series of platinum(II) terpyridine complexes featuring an aminostilbene donor-acceptor framework was synthesized. The complex with a dithiaazacrown moiety exhibits a highly sensitive and selective colorimetric response to a Hg2+ cation through modulation of the relative strength of ICT and MLCT transitions. The results from H-I NMR titration suggest the existence of a weak Pt-II...Hg-II metallophilic interaction at low Hg2+ concentration.

  DOI：

  10.1021/ic101908p
• 作为产物：
  描述：

  3-(4-bromophenyl)-1-(pyridin-2-yl)prop-2-en-1-one 在 ammonium acetate 、 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 48.0h， 生成 4'-(4-(2-(4-(N,N'-diphenylamino)phenyl)ethylene)phenyl)-2,2':6',2''-terpyridine
  参考文献：
  名称：

  Synthesis, photophysical and iron-sensing properties of terpyridyl-based triphenylamine derivatives

  摘要：

  A series of new terpyridyl phenyl/styryl triphenylamine chromophores were designed and synthesized. The branching number and the rigid/flexible bridge structures had a remarkable effect on the photophysical, selectivity and sensitivity for Fe(II) ion properties of these chromophores. The fluorescence lifetimes of the rigid terpyridyl phenyl triphenylamine chromophores are longer than that of the flexible terpyridyl styryl triphenylamine derivatives. The terpyridyl phenyl/styryl triphenylamine chromophores present an increasing fluorescence lifetime with the increase in the number of branches from 1 to 3. The terpyridyl flexible styryl triphenylamine derivatives have a higher sensitivity than that of the terpyridyl rigid phenyl triphenylamine derivatives for Fe(II) ion in neutral aqueous solution amongst other divalent metal ions such as Cu2+, Co2+, Ni2+, Hg2+, Mg2+, Pb2+, Zn2+. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.004

文献信息

• Experimental and theoretical study of the exited state of aminostyryl terpyridine derivatives: Hydrogen-bonding effects
  作者：Peng Song、Shi-Guo Sun、Sha Wang、Feng-Cai Ma、Yong-Qian Xu、Xiao-Jun Peng

  DOI：10.1016/j.saa.2011.06.011

  日期：2011.6

  The synthesis, structure and photophysical behavior of the aminostyryl terpyridine derivatives, named 4′-(4-2-[4-(N,N-dimethylaniline)]vinyl}phenyl)-2,2′:6′,2″-terpyridine (M1) and the related model compounds 4′-(4-2-[4-(N,N-diphenylammino)phenyl]vinyl}phenyl)-2,2′:6′,2″-terpyridine (M2), respectively, are reported. Large solvatochromic shifts of the first excited-state fluorescence maximum suggest

  氨基苯乙烯基三联吡啶衍生物4'-（4- 2- [4-（N，N-N-二甲基苯胺）]乙烯基}苯基）-2,2'：6'，2''-的合成，结构及光物理行为特吡啶（M 1）和相关的模型化合物4'-（4- 2- [4-（N，N-二苯基氨基）苯基]乙烯基}苯基）-2,2'：6'，2''-三吡啶2），分别报告。第一激发态荧光最大值的大溶剂变色位移表明两种化合物的分子内电荷转移特征。另外，具有N，N-二甲基取代基，其荧光在质子溶剂中被大量淬灭。这由其S 1的衰减组成通过非辐射内部转化而转变成基态，这是由于M 1与醇之间形成氢键而促进的。而，引入Ñ，ñ -二苯基的取代基已被证明是一种氢键-自由情况下与不变Φ ˚F。此外，通过二甲基/苯基氨基的扩散扭曲运动形成的TICT状态是主要的弛豫过程，这通过超快弛豫动力学实验和两种化合物的第一激发态的理论构象优化得到证明。
• Synthesis and Electrochromic Properties of New Terpyridine–Triphenylamine Hybrid Polymers
  作者：Congbin Fan、Changqing Ye、Xiaomei Wang、Zhigang Chen、Yuyang Zhou、Zuoqin Liang、Xutang Tao

  DOI：10.1021/acs.macromol.5b00493

  日期：2015.9.22

  electrochemical polymerization and prolonging the electrochromic memory time and the durability. Within the voltage range from 0 to 2 V, the obtained electro-polymerized films of polymers (p-MLn) present reversibly distinguishable color change (i.e., from orange red to yellow (or tan) for polymers p-RuLn and from purple to blue for polymers p-FeLn), strongly suggesting that the electrochromic colors could

  六种基于金属吡啶的配合物MLn（M = Ru，Fe; n设计并合成了带有两个三苯胺侧的= 1–3），目的是为随后的电化学聚合反应提供四个末端活性位点，并延长电致变色存储时间和耐久性。在0至2 V的电压范围内，所获得的聚合物（p-MLn）的电聚合膜呈现可逆的颜色变化（即，对于聚合物p-RuLn从橙红色到黄色（或棕褐色），从紫色到蓝色对于聚合物p-FeLn），强烈建议可以使用结合金属离子调节电致变色。有趣的是，已经发现电致变色记忆能力和长期稳定性（耐久性）不仅取决于这些三苯胺基配体的刚性，而且还取决于其长度。金属吡啶的3 +，Fe 3+），显着提高了电致变色膜的存储能力和耐久性。
• Excitation-Dependent Fluorescence of Triphenylamine-Substituted Tridentate Pyridyl Ruthenium Complexes
  作者：Lixin Xiao、Yongqian Xu、Ming Yan、David Galipeau、Xiaojun Peng、Xingzhong Yan

  DOI：10.1021/jp1040234

  日期：2010.9.2

  complexes, bis[4-(N,N′-diphenylamino)phenyl-2,2′:6′,2′′-terpyridine]ruthenium(II) (1) and bis[4′-(4-2-[4-(N,N′-diphenylamino)phenyl]ethylene}phenyl)-2, 2′:6′,2′′-terpyridine]ruthenium(II) (2), have been synthesized. They possess an extended conjugation and strongly coupled electronic states. The features of these compounds were carefully studied from several respects. Steady-state spectroscopy showed that

  两种多吡啶基钌络合物，双[4-（N，N'-二苯氨基）苯基-2,2'：6'，2''-三吡啶]钌（II）（1）和双[4'-（4- 已经合成了2- [4-（N，N'-二苯基氨基）苯基]乙烯}苯基）-2，2'：6'，2''-叔吡啶]钌（II）（2）。它们具有扩展的共轭和强耦合的电子状态。从多个方面仔细研究了这些化合物的特征。稳态光谱表明，由于不同电子态的混合特征，这两种化合物具有强的激发依赖性发射行为。飞秒荧光上转换光谱法也用于研究化合物的荧光动力学。超快弛豫时间约为1的100 fs在两个样本中都发现了MLCT（金属到配体的电荷转移）状态，该状态可能来自于系统间的快速交叉形成3个MLCT状态。然而，热填充的状态和相关联的振动激发态的相互作用建议有1在低于400纳米的波长激发，而在的延伸共轭体系中观察到与几皮秒的时间尺度振动能量再分配2。这些化合物将在人工光合作用系统和光伏设备中都有潜在的应用。
• Synthesis, photophysical and iron-sensing properties of terpyridyl-based triphenylamine derivatives
  作者：Congbin Fan、Xiaomei Wang、Ping Ding、Jingjing Wang、Zuoqin Liang、Xutang Tao

  DOI：10.1016/j.dyepig.2012.05.004

  日期：2012.12

  A series of new terpyridyl phenyl/styryl triphenylamine chromophores were designed and synthesized. The branching number and the rigid/flexible bridge structures had a remarkable effect on the photophysical, selectivity and sensitivity for Fe(II) ion properties of these chromophores. The fluorescence lifetimes of the rigid terpyridyl phenyl triphenylamine chromophores are longer than that of the flexible terpyridyl styryl triphenylamine derivatives. The terpyridyl phenyl/styryl triphenylamine chromophores present an increasing fluorescence lifetime with the increase in the number of branches from 1 to 3. The terpyridyl flexible styryl triphenylamine derivatives have a higher sensitivity than that of the terpyridyl rigid phenyl triphenylamine derivatives for Fe(II) ion in neutral aqueous solution amongst other divalent metal ions such as Cu2+, Co2+, Ni2+, Hg2+, Mg2+, Pb2+, Zn2+. (C) 2012 Elsevier Ltd. All rights reserved.
• A Selective Colorimetric Hg²⁺Probe Featuring a Styryl Dithiaazacrown Containing Platinum(II) Terpyridine Complex through Modulation of the Relative Strength of ICT and MLCT Transitions
  作者：Sung-Kuang Chung、Yong-Ren Tseng、Chan-Yu Chen、Shih-Sheng Sun

  DOI：10.1021/ic101908p

  日期：2011.4.4

  A series of platinum(II) terpyridine complexes featuring an aminostilbene donor-acceptor framework was synthesized. The complex with a dithiaazacrown moiety exhibits a highly sensitive and selective colorimetric response to a Hg2+ cation through modulation of the relative strength of ICT and MLCT transitions. The results from H-I NMR titration suggest the existence of a weak Pt-II...Hg-II metallophilic interaction at low Hg2+ concentration.