4,4′-bis(4-diethylaminostyryl)-2,2′-bipyridine | 116809-55-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,4′-bis(4-diethylaminostyryl)-2,2′-bipyridine
• 英文别名: 4,4'-p-[(N,N-diethyl)aminostyryl]-2,2'-bipyridine；DEAS；4,4'-bis{p-(diethylamino)-α-styryl}-2,2'-bipyridine；4-[2-[2-[4-[2-[4-(diethylamino)phenyl]ethenyl]pyridin-2-yl]pyridin-4-yl]ethenyl]-N,N-diethylaniline
• CAS: 116809-55-3
• 化学式: C₃₄H₃₈N₄
• 分子量: 502.703
• InChiKey: FIKDOUDCZYDZIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4′-bis(4-diethylaminostyryl)-2,2′-bipyridine 、 Yb(OSi(OtBu)₃)₃(η²-HOSi(OtBu)₃) 以 二氯甲烷 为溶剂， 反应 8.0h， 以78%的产率得到Yb(OSi(OtBu)₃)₃(DEAS)
  参考文献：
  名称：

  二氧化硅纳米粒子的近红外两个光子显微镜成像功能的孤立的敏化的Yb（III）中心。

  摘要：

  通过注入约31.4毫安，制备了最大截面为41.4×10 3 GM的近红外发射的明亮纳米物体（Goppert Mayer）。在12纳米二氧化硅纳米粒子的表面上有180个4,4'-二乙基氨基苯乙烯基-2,2'-联吡啶（DEAS）Yb（III）络合物。使用红外光谱，固态核磁共振，紫外可见和EXAFS光谱技术结合分析制备和表征相似的分子类似物，对表面配合物（[DEAS·[受电子邮件保护] 2 ]，Ln = Y，Yb）进行了表征。技术（IR，溶液NMR，UV-vis，X射线晶体学）以及DFT计算。从在0.8 OH·nm -2的高真空下于700°C的二氧化硅部分脱羟基开始，Ln（N（SiMe 3）2）3生成≡SiO–Ln（N（SiMe 3）2）2，在加热步骤和DEAS发色团的配位作用下，生成（≡SiO）3 Ln（DEAS）。表面和分子类似物在固态下就DEAS结合常数，吸收最大值和发光特性（分配给配体为

  DOI：

  10.1021/cm404140q
• 作为产物：
  描述：

  4,4'-二甲基-2,2'-联吡啶 、 N,N-二乙基-4-氨基苯甲醛 在 正丁基锂 、 二异丙胺 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 7.0h， 以71%的产率得到4,4′-bis(4-diethylaminostyryl)-2,2′-bipyridine
  参考文献：
  名称：

  A novel multifunctional cyclometallated iridium(III) complex with interesting second-order nonlinear optical properties and two-photon absorption activity

  摘要：

  A novel cationic cyclometallated Ir(III) complex, namely [lr(C(sic)N-ppy-4-CH=CH6H4NEt2)(2)(N(sic)N-bPY-CH=CHC6H4NEt2)][PF6] (ppy = 2-phenylpyridine; bpy = 2,2'-bipyridine), was prepared and well characterized. Its good second-order NLO response, as determined in solution by the EFISH technique, and its interesting two-photon absorption activity, as measured by the Z-scan technique in the femtosecond case, make it a good candidate for application in photonics and biomedicine. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.12.009

文献信息

• Linear and Nonlinear Optical Properties of Cationic Bipyridyl Iridium(III) Complexes: Tunable and Photoswitchable?
  作者：Vincent Aubert、Lucie Ordronneau、Muriel Escadeillas、J. A. Gareth Williams、Abdou Boucekkine、Esther Coulaud、Claudia Dragonetti、Stefania Righetto、Dominique Roberto、Renato Ugo、Adriana Valore、Anu Singh、Joseph Zyss、Isabelle Ledoux-Rak、Hubert Le Bozec、Véronique Guerchais

  DOI：10.1021/ic2002892

  日期：2011.6.6

  on the complexes facilitate a detailed assignment of the excited states involved in the absorption and emission processes. All five complexes are luminescent in a rigid glass at 77 K, displaying vibronically structured spectra with long lifetimes (14–90 μs), attributed to triplet states localized on the styryl-appended bipyridines. The second-order NLO properties of 2a–d and related complexes 1a–d with

  一系列阳离子Ir（III）取代的联吡啶基 （N ∧ N（Ñ ∧ Ñ -bpy）结合的电子给体和端受体取代基络合物，物[Ir（ç ∧ Ñ -ppy-R'）2（Ñ ∧ Ñ -bpy-CH = CH-C 6 H ^ 4 - R）] [X]（X – = PF 6 –或C 12 H 25 SO 3 –），2（a，R = NEt 2且R'= Me; b，R = O-Oct且R'= Me; c，R = NO 2和R'= C 6 H 13; Ç ∧ Ñ -ppy =环金属化2-苯基吡啶，物[Ir（ç ∧ Ñ -ppy-ME）2（Ñ ∧ Ñ -bpy-CH = CH-噻吩基-ME）] [PF 6 ]，2D，和dithienylethene（含DTE）的复合物2e已经合成和表征了它们，并报道了它们的吸收，发光和二次非线性光学（NLO）特性。配合物上的密度泛函理论（DFT）和时变DFT（TD-DFT）计算有助于
• Juris, Alberto; Campagna, Sebastiano; Bidd, Ilesh, Inorganic Chemistry, 1988, vol. 27, # 22, p. 4007 - 4011
  作者：Juris, Alberto、Campagna, Sebastiano、Bidd, Ilesh、Lehn, Jean-Marie、Ziessel, Raymond

  DOI：——

  日期：——
• Near-IR Two Photon Microscopy Imaging of Silica Nanoparticles Functionalized with Isolated Sensitized Yb(III) Centers
  作者：Giuseppe Lapadula、Adrien Bourdolle、Florian Allouche、Matthew P. Conley、Iker del Rosal、Laurent Maron、Wayne W. Lukens、Yannick Guyot、Chantal Andraud、Sophie Brasselet、Christophe Copéret、Olivier Maury、Richard A. Andersen

  DOI：10.1021/cm404140q

  日期：2014.1.28

  nanoparticles. The surface complexes ([DEAS·[email protected]2], Ln = Y, Yb) were characterized using IR, solid-state NMR, UV-vis, and EXAFS spectroscopies in combination with the preparation and characterization of similar molecular analogues by analytical techniques (IR, solution NMR, UV–vis, X-ray crystallography) as well as DFT calculations. Starting from the partial dehydroxylation of the silica at 700

  通过注入约31.4毫安，制备了最大截面为41.4×10 3 GM的近红外发射的明亮纳米物体（Goppert Mayer）。在12纳米二氧化硅纳米粒子的表面上有180个4,4'-二乙基氨基苯乙烯基-2,2'-联吡啶（DEAS）Yb（III）络合物。使用红外光谱，固态核磁共振，紫外可见和EXAFS光谱技术结合分析制备和表征相似的分子类似物，对表面配合物（[DEAS·[受电子邮件保护] 2 ]，Ln = Y，Yb）进行了表征。技术（IR，溶液NMR，UV-vis，X射线晶体学）以及DFT计算。从在0.8 OH·nm -2的高真空下于700°C的二氧化硅部分脱羟基开始，Ln（N（SiMe 3）2）3生成≡SiO–Ln（N（SiMe 3）2）2，在加热步骤和DEAS发色团的配位作用下，生成（≡SiO）3 Ln（DEAS）。表面和分子类似物在固态下就DEAS结合常数，吸收最大值和发光特性（分配给配体为
• A novel multifunctional cyclometallated iridium(III) complex with interesting second-order nonlinear optical properties and two-photon absorption activity
  作者：Alessia Colombo、Eleonora Garoni、Claudia Dragonetti、Stefania Righetto、Dominique Roberto、Nicolò Baggi、Muriel Escadeillas、Véronique Guerchais、Kenji Kamada

  DOI：10.1016/j.poly.2017.12.009

  日期：2018.2

  A novel cationic cyclometallated Ir(III) complex, namely [lr(C(sic)N-ppy-4-CH=CH6H4NEt2)(2)(N(sic)N-bPY-CH=CHC6H4NEt2)][PF6] (ppy = 2-phenylpyridine; bpy = 2,2'-bipyridine), was prepared and well characterized. Its good second-order NLO response, as determined in solution by the EFISH technique, and its interesting two-photon absorption activity, as measured by the Z-scan technique in the femtosecond case, make it a good candidate for application in photonics and biomedicine. (C) 2017 Elsevier Ltd. All rights reserved.