2,3-dicyano-7-methyl-5-phenyl-6H-1,4-diazepine | 56984-06-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dicyano-7-methyl-5-phenyl-6H-1,4-diazepine
• 英文别名: 2.3-Dicyano-5-methyl-7-phenyl-1.4.6H-diazepin；5-methyl-7-phenyl-6H-1,4-diazepine-2,3-dicarbonitrile
• CAS: 56984-06-6
• 化学式: C₁₄H₁₀N₄
• 分子量: 234.26
• InChiKey: YZGMHVUBQVDZBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  72.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-dicyano-7-methyl-5-phenyl-6H-1,4-diazepine 、 5,7-dimethyl-6H-1,4-diazepine-2,3-dicarbonitrile 以33%的产率得到2,3-dicyano-5-phenyl-7-[2-(4-dimethylaminophenyl)ethenyl]-6H-1,4-diazepine
  参考文献：
  名称：

  Azepine compounds

  摘要：

  具有通过光照射或电场作用而发出光的氮杂环化合物的化学式如下（I）或（II）：1其中，X1和X2相同或不同，分别表示电子吸引基团；R1表示氢原子、烷基、芳基、芳基烷基或烷氧基；R2表示氨基或N-取代氨基，或在式（I）中，R2与环Z相邻的碳原子连接以形成环；环Z表示可能具有取代基的碳氢环或可能具有取代基的杂环。该化合物可用作功能材料，因此，在一对电极之间插入由上述化合物组成的有机层可获得有机电致发光器件。

  公开号：

  US20020091256A1
• 作为产物：
  描述：

  2-Amino-1-((1-methyl-3-oxo-3-phenylprop-1-enyl)amino)ethene-1,2-dicarbonitrile 以28%的产率得到
  参考文献：
  名称：

  OHTSUKA Y., J. ORG. CHEM , 1976, 41, NO 4, 629-633

  摘要：

  DOI：

文献信息

• Synthesis of Near-Infrared Fluorescent 2,3-Dicyano-6<i>H</i>-1,4-diazepines
  作者：Emi Horiguchi、Kazumasa Funabiki、Masaki Matsui

  DOI：10.1246/bcsj.78.316

  日期：2005.2

  A series of novel 5-(2-arylethenyl)-, 5-(4-arylbutadienyl)-, 5-(6-arylhexatrienyl)-, and 5-(8-octatetraenyl)-, 5-aryl-7-(2-arylethenyl)-, and 5,7-bis(2-arylethenyl)-2,3-dicyano-6H-1,4-diazepines were synthesized by the reactions of 2,3-dicyano-5-methyl-6H-1,4-diazepines with aromatic aldehydes. These compounds showed intramolecular charge-transfer chromophoric systems from the arylethenyl to the 2,3-dicyano-6H-diazepine moieties. The shifts in UV–vis absorption bands were estimated by calculating the HOMO and LUMO energy levels. 2-(9-Julolidyl)ethenyl derivative showed the most intense fluorescence. The 6-(9-julolidyl)-1,3,5-hexatrienyl and 8-(9-julolidyl)-1,3,5,7-octatetraenyl derivatives exhibited the fluorescence maxima (Fmax) at 780 and 842 nm, respectively.

  一系列新型 5-(2-芳基乙烯基)-、5-(4-芳基丁二烯基)-、5-(6-芳基己三烯基)-和 5-(8-辛四烯基)-、5-芳基-7-(2-芳基乙烯基)-和 5、通过 2,3-二氰基-5-甲基-6H-1,4-二氮杂卓与芳香醛的反应，合成了 7-双（2-芳基乙烯基）-2,3-二氰基-6H-1,4-二氮杂卓。这些化合物显示了从芳基乙烯基到 2,3-二氰基-6H-二氮杂卓的分子内电荷转移色素系统。通过计算 HOMO 和 LUMO 能级，估算了紫外-可见吸收带的移动。2-(9-julolidyl)ethenyl 衍生物显示出最强烈的荧光。6-(9-julolidyl)-1,3,5-hexatrienyl 和 8-(9-julolidyl)-1,3,5,7-octatetraenyl 衍生物的荧光最大值（Fmax）分别为 780 纳米和 842 纳米。
• Synthesis and photochemical characteristics of novel tribenzoporphyrazines possessing peripherally annulated tetrahydrodiazepine and diazepine rings
  作者：Tomasz Goslinski、Jaroslaw Piskorz、Dawid Brudnicki、Andrew J.P. White、Maria Gdaniec、Wojciech Szczolko、Ewa Tykarska

  DOI：10.1016/j.poly.2010.12.049

  日期：2011.4

  Novel tribenzoporphyrazines possessing peripherally annulated tetrahydrodiazepine and diazepine rings were synthesized and characterized, and the substituent effects on their absorption spectra in various solvents and on singlet oxygen generation were studied. Solvatochromic effects of tribenzoporphyrazines dissolved in a range of protic and aprotic solvents were evaluated by monitoring the changes in the UV-Vis spectra. The correlation between the Q-band shift towards longer wavelengths and the refractive index of the solvent indicated that the solvatochromic effects are mainly a result of solvation rather than coordination processes. The potential photosensitizing activity of novel tribenzoporphyrazines was evaluated by measuring the ability of singlet oxygen production, which is the result of the interaction between an activated photosensitizer and oxygen. This experiment proves promising photosensitizing activity of novel styryldiazepinotribenzoporphyrazine, which is an efficient singlet oxygen generator with a Phi(Delta) value of 0.44, although this value is a little lower than that of zinc phthalocyanine. (C) 2011 Elsevier Ltd. All rights reserved.
• US6440588B1
  申请人：——

  公开号：US6440588B1

  公开（公告）日：2002-08-27