4-(5H-dibenzo[b,f]azepin-5-yl)benzaldehyde | 187731-56-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(5H-dibenzo[b,f]azepin-5-yl)benzaldehyde
• 英文别名: 4-Benzo[b][1]benzazepin-11-ylbenzaldehyde
• CAS: 187731-56-2
• 化学式: C₂₁H₁₅NO
• 分子量: 297.356
• InChiKey: PCQNYJCRTLQPQV-UHFFFAOYSA-N

物化性质

• 沸点：
  481.9±34.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(5H-dibenzo[b,f]azepin-5-yl)benzaldehyde 在 正丁基锂 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 29.67h， 生成 5-(2-(4-(5H-dibenzo[b,f]azepin-5-yl)phenyl)vinyl)thiophen-2-carbaldehyde
  参考文献：
  名称：

  Performance improvement of dye-sensitizing solar cell by semi-rigid triarylamine-based donors

  摘要：

  Novel organic dyes (IDB and ISB dyes), which contain 5-phenyl-iminodibenzyl (IDB) and 5-phenyl-iminostilbene (ISB) as electron donors and a cyanoacrylic acid moiety as an electron acceptor and an anchoring group, connected with a thiophene as a pi-conjugated system, have been synthesized and used as the sensitizers for dye-sensitized solar cells (DSSCs). The photophysical and electrochemical properties of the dyes were investigated by absorption spectrometry, cyclic voltammetry and density functional theory calculations. As demonstrated, the IDB and ISB unit exhibited stronger electron-donating ability and broader absorption spectra when coated onto TiO2. The DSSC based on ISB-2 consisting of ISB unit produced 5.83% of eta (J(sc) = 13.14 mA cm(-2), V-oc = 0.64 V, and ff = 0.68) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.11.002
• 作为产物：
  描述：

  亚氨基芪 在 18-冠醚-6 、 铜 、 potassium carbonate 、 三氯氧磷 作用下， 以 邻二氯苯 为溶剂， 反应 57.0h， 生成 4-(5H-dibenzo[b,f]azepin-5-yl)benzaldehyde
  参考文献：
  名称：

  Performance improvement of dye-sensitizing solar cell by semi-rigid triarylamine-based donors

  摘要：

  Novel organic dyes (IDB and ISB dyes), which contain 5-phenyl-iminodibenzyl (IDB) and 5-phenyl-iminostilbene (ISB) as electron donors and a cyanoacrylic acid moiety as an electron acceptor and an anchoring group, connected with a thiophene as a pi-conjugated system, have been synthesized and used as the sensitizers for dye-sensitized solar cells (DSSCs). The photophysical and electrochemical properties of the dyes were investigated by absorption spectrometry, cyclic voltammetry and density functional theory calculations. As demonstrated, the IDB and ISB unit exhibited stronger electron-donating ability and broader absorption spectra when coated onto TiO2. The DSSC based on ISB-2 consisting of ISB unit produced 5.83% of eta (J(sc) = 13.14 mA cm(-2), V-oc = 0.64 V, and ff = 0.68) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.11.002

文献信息

• Palladium-Catalyzed N-Arylation of Iminodibenzyls and Iminostilbenes with Aryl- and Heteroaryl Halides
  作者：Wenliang Huang、Stephen L. Buchwald

  DOI：10.1002/chem.201603449

  日期：2016.9.26

  Compounds containing the iminodibenzyl and iminostilbene ring systems are prevalent in medicinal targets and functional materials. Herein, we report palladium‐catalyzed conditions for the N‐arylation of these ring systems. This protocol could be applied to a variety of (hetero)aryl chloride and bromide substrates, including ones, which are sterically hindered or those containing a variety of functional

  含有亚氨基二苄基和亚氨基二苯乙烯环系统的化合物在药物靶标和功能材料中很普遍。在本文中，我们报告了这些环系统N芳构化的钯催化条件。该方案可应用于多种（杂）芳基氯和溴化物底物，包括空间受阻的底物或含有多种官能团的底物。通过使用低钯催化剂负载量（0.1至1 mol％），第四代Palladacycle预催化剂的使用使优良的收率得到了很好的体现。
• The self-assembly of monosubstituted BODIPY and HFBI-RGD
  作者：Fengnan Sun、Guang Yang、Qian Zhang、Zhongbo Xue、Chengzhi Gu、Zhuozhi Chen、Boying Yan、Yaqing Feng、Zefang Wang、Shuxian Meng

  DOI：10.1039/c8ra03687j

  日期：——

  A novel fluorescent probe was constructed by the self-assembly of monosubstituted BODIPY and a novel targeted hydrophobin named hereafter as HFBI-RGD. Optical measurements and theoretical calculations confirmed that the spectral properties of the probe were greatly influenced by the BODIPY structure, the appropriate volume of BODIPY and the cavity of HFBI-RGD. The experiments in vivo and ex vivo demonstrated

  通过单取代BODIPY和新型靶向疏水蛋白的自组装构建了一种新型荧光探针，下文将其命名为HFBI-RGD。光学测量和理论计算证实，探针的光谱特性受BODIPY结构、BODIPY合适体积和HFBI-RGD腔体的影响很大。体内和离体实验表明，该探针具有优异的肿瘤标记能力。
• Rigid triarylamine donor–π–acceptor porphyrin dyes and their application in dye-sensitized solar cells
  作者：Yongzhu Zhou、Nicholas A. Lee、Ken T. Ngo、Xiao Peng、Yaqing Feng、Jonathan Rochford

  DOI：10.1039/c5ra04862a

  日期：——

  Three donor–π–acceptor porphyrin dyes bearing the rigid 5-phenyl-carbazole, 5-phenyl-iminodibenzyl and 5-phenyl-iminostilbene donor groups were synthesized and their performance evaluated in TiO₂ based dye-sensitized solar cells.

  三种给体-π-受体卟啉染料被合成，它们带有刚性的5-苯基-咔唑、5-苯基-亚胺二苯基和5-苯基-亚胺基苯乙烯给体基团，并在钛基二氧化物敏化太阳能电池中评估了它们的性能。
• Hydrazone compound and electrophotographic photoreceptor and organic electroluminescent element both containing the same
  申请人：HODOGAYA CHEMICAL CO., LTD.

  公开号：EP0658815A1

  公开（公告）日：1995-06-21

  There are provided a hydrazone compound represented by formula (I), an electrophotographic photoreceptor which has a photosensitive layer containing the compound on an electrically conductive support, and an organic electroluminescent element containing the compound as a charge transporting material: wherein Ar₁ represents a substituted or unsubstituted phenylene group, a substitued or unsubstituted naphthylene group, a substitued or unsubstituted biphenylene group, or a substituted or unsubstituted anthrylene group, Ar₂ represents a substituted or unsubstituted aryl group, R₁ and R₂ each independently represents a hydrogen atom, a halogen atom, an unsubstituted alkyl group, or an unsubstituted alkoxy group, R₃ represents an unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group, Z represents an ethylene group or a vinylene group, and n is 0 or 1.

  本文提供了一种由式 (I) 表示的腙化合物、一种电致发光感光元件（该感光元件在导电支架上具有含有该化合物的感光层）以及一种含有该化合物作为电荷传输材料的有机电致发光元件： 其中 Ar₁ 代表取代或未取代的亚苯基、取代或未取代的亚萘基、取代或未取代的联 苯基或取代或未取代的蒽基，Ar₂ 代表取代或未取代的芳基，R₁ 和 R₂ 各自独立地代表氢原子、卤素原子、未取代的烷基或未取代的烷氧基，R₃ 代表未取代的烷基、取代或未取代的芳基或取代或未取代的芳基，Z 代表乙烯基或乙烯基，n 为 0 或 1。
• US5629421A
  申请人：——

  公开号：US5629421A

  公开（公告）日：1997-05-13