(E)-2-(4-([2,2':6',2''-terpyridine]-4'-yl)styryl)-9-hexyl-9H-carbazole

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2-(4-([2,2':6',2''-terpyridine]-4'-yl)styryl)-9-hexyl-9H-carbazole
• 英文别名: (E)-3-(4-([2,2':6',2"-terpyridin]-4'-yl)styryl)-9-hexyl-9H-carbazole；N-hexyl-3-{2-(4-(2, 2':6', 2"-terpyridin-4'-yl)phenyl)ethenyl}carbazole；N-hexyl-3-(2-[4-(2,2':6',2''-terpyridin-4'-yl)phenyl]ethenyl)caebazole；(E)-N-n-hexyl-3-(2-[4-(2,2':6',2''-terpyridin-4'-yl)phenyl]ethenyl)carbazole；3-[(E)-2-[4-(2,6-dipyridin-2-ylpyridin-4-yl)phenyl]ethenyl]-9-hexylcarbazole
• 化学式: C₄₁H₃₆N₄
• 分子量: 584.764
• InChiKey: RIZNBLXMXJZNEJ-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-(4-([2,2':6',2''-terpyridine]-4'-yl)styryl)-9-hexyl-9H-carbazole 、 zinc(II) thiocyanate 反应 2.0h， 生成 ((E)-3-(4-([2,2':6',2"-terpyridin]-4'-yl)styryl)-9-hexyl-9H-carbazole)Zn(SCN)₂
  参考文献：
  名称：

  NIR laser induced TPA enhancement of Zn(II)-terpyridine capped gold nanoparticles for targeting mitochondria

  摘要：

  Gold nanostructures have recently received increasing interest in bioimaging application. Herein, a novel nanostructure material was designed by the terminal sulfur of the S ((E)-3-(4-([2,2':6',2 ''-terpyridin]-4'-yl)styryl)-9-hexyl-9H-carbazole Zn(SCN)(2) complex) modified with Nano gold. It could be used to target mitochondria under two-photon laser confocal microscopy, due to the energy of laser irradiation gained from the absorbed photons to be dispersed as excess heat to the neighboring particles and thus to induce their fusion, compared with free complex. Furthermore, small size Nano-Au composite was synthesized with longer lifetime, larger two photon absorption cross section (sigma) and third order nonlinear optical susceptibility (chi((3))) in the near-infrared region (NIR), due to the laser irradiation induced charge transfer from complex to the gold nanoparticles, which attracting potential applications in vitro and in vivo cellular imaging. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.dyepig.2016.05.025
• 作为产物：
  描述：

  4-(2,2':6',2"-terpyridyl-4')-benzyltriphenylphosphonium bromide 、 9-己基-9H-咔唑-3-甲醛 在 potassium tert-butylate 作用下， 反应 0.33h， 以85%的产率得到(E)-2-(4-([2,2':6',2''-terpyridine]-4'-yl)styryl)-9-hexyl-9H-carbazole
  参考文献：
  名称：

  Photophysical properties of spherical aggregations of CdS nanocrystals capped with a chromophoric surface agent

  摘要：

  一种新型硫端镉(II)络合物 CdS2L（L = N-己基-3-{2-[4-(2,2′：6′,2′′-三吡啶-4′-基）苯基]乙烯基}-咔唑），并通过单晶 X 射线衍射分析证实了这一点。对其光物理性质进行了实验和理论研究。以 L 为表面封端的新型杂化纳米粒子（CdS/L）聚集成大球体，表现出不同于纯 CdS 纳米晶体和游离 L 的新颖发光特性、强烈的双光子吸收（TPA）和明显的荧光寿命延长。

  DOI：

  10.1039/c2dt30622k

文献信息

• Formation and nonlinear optical properties of Ag nanocrystals capped with the conjugated ligand carbazolyl styryl terpyridine
  作者：Wan Sun、Yingzhong Zhu、Anran Wang、Lin Kong、Shengli Li、Jieying Wu、Yupeng Tian

  DOI：10.1039/c5nj00587f

  日期：——

  NLO (non-linear optics) properties of the optical organic molecules were significantly improved when capped with nano-Ag.

  当光学有机分子与纳米银相结合时，光学非线性性质（NLO）得到了显著提高。
• Gao, Yuanhao; Wu, Jieying; Li, Yiming, Journal of the American Chemical Society, 2009, vol. 131, p. 5208 - 5213
  作者：Gao, Yuanhao、Wu, Jieying、Li, Yiming、Sun, Pingping、Zhou, Hongping、et al.

  DOI：——

  日期：——
• Photophysical properties of spherical aggregations of CdS nanocrystals capped with a chromophoric surface agent
  作者：Qiong Zhang、Yuanhao Gao、Shengyi Zhang、Jieying Wu、Hongping Zhou、Jiaxiang Yang、Xutang Tao、Yupeng Tian

  DOI：10.1039/c2dt30622k

  日期：——

  A novel sulfur-terminal Cd(II) complex, CdS2L (L = N-hexyl-3-2-[4-(2,2′:6′,2′′-terpyridin-4′-yl)phenyl]ethenyl}-carbazole), was successfully synthesized from CdS nanocrystals and the organic chromophores (L), which was confirmed by single-crystal X-ray diffraction analysis. Its photophysical properties have been investigated both experimentally and theoretically. The novel hybrid nanoparticles (CdS/L) were then obtained using the L as surface capped agent, which aggregate into large spheres, exhibiting novel luminescent properties, strong two photon absorption (TPA) and obvious prolonged fluorescence lifetime, which differ from those of the pure CdS nanocrystals and free L.

  一种新型硫端镉(II)络合物 CdS2L（L = N-己基-3-2-[4-(2,2′：6′,2′′-三吡啶-4′-基）苯基]乙烯基}-咔唑），并通过单晶 X 射线衍射分析证实了这一点。对其光物理性质进行了实验和理论研究。以 L 为表面封端的新型杂化纳米粒子（CdS/L）聚集成大球体，表现出不同于纯 CdS 纳米晶体和游离 L 的新颖发光特性、强烈的双光子吸收（TPA）和明显的荧光寿命延长。
• NIR laser induced TPA enhancement of Zn(II)-terpyridine capped gold nanoparticles for targeting mitochondria
  作者：Wan Sun、Niannian Wu、Wandi Wang、Lin Kong、Jieying Wu、Shengli Li、Yupeng Tian

  DOI：10.1016/j.dyepig.2016.05.025

  日期：2016.10

  Gold nanostructures have recently received increasing interest in bioimaging application. Herein, a novel nanostructure material was designed by the terminal sulfur of the S ((E)-3-(4-([2,2':6',2 ''-terpyridin]-4'-yl)styryl)-9-hexyl-9H-carbazole Zn(SCN)(2) complex) modified with Nano gold. It could be used to target mitochondria under two-photon laser confocal microscopy, due to the energy of laser irradiation gained from the absorbed photons to be dispersed as excess heat to the neighboring particles and thus to induce their fusion, compared with free complex. Furthermore, small size Nano-Au composite was synthesized with longer lifetime, larger two photon absorption cross section (sigma) and third order nonlinear optical susceptibility (chi((3))) in the near-infrared region (NIR), due to the laser irradiation induced charge transfer from complex to the gold nanoparticles, which attracting potential applications in vitro and in vivo cellular imaging. (C) 2016 Published by Elsevier Ltd.