3-{(E)-1-Cyano-2-[3-((E)-1-cyano-2-dimethylamino-2-phenyl-vinyl)-phenyl]-2-dimethylamino-vinyl}-N,N-dimethyl-thiobenzamide | 208921-97-5

• 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: 3-{(E)-1-Cyano-2-[3-((E)-1-cyano-2-dimethylamino-2-phenyl-vinyl)-phenyl]-2-dimethylamino-vinyl}-N,N-dimethyl-thiobenzamide
• CAS: 208921-97-5
• 化学式: C₃₁H₃₁N₅S
• 分子量: 505.687
• InChiKey: XFWPGGGZKDEARN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  57.3
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-{(E)-1-Cyano-2-[3-((E)-1-cyano-2-dimethylamino-2-phenyl-vinyl)-phenyl]-2-dimethylamino-vinyl}-N,N-dimethyl-thiobenzamide 在 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (E)-3-[3-((E)-1-Cyano-2-dimethylamino-2-phenyl-vinyl)-phenyl]-2-[3-((E)-2-cyano-1-dimethylamino-2-phenyl-vinyl)-phenyl]-3-dimethylamino-acrylonitrile
  参考文献：
  名称：

  From donor and acceptor substitutedmeta- andpara-xylenes topara-Quinodimethanes and Poly(meta-phenylenevinylene)s

  摘要：

  Ortho-, meta-and para-xylenes 1, 13a, 13b and 13c, with donor and acceptor substituents at the alpha- and alpha' positions, lead to a remarkable variety of intermediates and reaction products after deprotonation of the benzylic proton. Thus, the reaction of para-(cyanomethyl)dialkyl[(methylthio)phenylmethylene] ammonium tetrafluoroborates 13a and 13b with sodium hydride affords the para-quinodimethanes 14a and 14b. Poly(meta-phenylenevinylene) 14c can be obtained when starting from 13c. We report the synthesis of para-quinodimethanes 14a and 14b and poly(metaphenylenevinylene) 14c and describe a successive approach towards meta-phenylenevinylenes of definite length 16b and 17b starting from 12d. Moreover, we compare the stability and reactivity of para-quinodimethane 14a and 14b with those of the ortho-quinodimethane 2 and we focus on the characterization of the resulting donor and acceptor substituted compounds.

  DOI：

  10.1002/prac.19983400412
• 作为产物：
  描述：

  3-溴甲基苯甲酸 在 劳森试剂 、 氯化亚砜 、 sodium hydride 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 、 苯 为溶剂， 反应 102.0h， 生成 3-{(E)-1-Cyano-2-[3-((E)-1-cyano-2-dimethylamino-2-phenyl-vinyl)-phenyl]-2-dimethylamino-vinyl}-N,N-dimethyl-thiobenzamide
  参考文献：
  名称：

  From donor and acceptor substitutedmeta- andpara-xylenes topara-Quinodimethanes and Poly(meta-phenylenevinylene)s

  摘要：

  Ortho-, meta-and para-xylenes 1, 13a, 13b and 13c, with donor and acceptor substituents at the alpha- and alpha' positions, lead to a remarkable variety of intermediates and reaction products after deprotonation of the benzylic proton. Thus, the reaction of para-(cyanomethyl)dialkyl[(methylthio)phenylmethylene] ammonium tetrafluoroborates 13a and 13b with sodium hydride affords the para-quinodimethanes 14a and 14b. Poly(meta-phenylenevinylene) 14c can be obtained when starting from 13c. We report the synthesis of para-quinodimethanes 14a and 14b and poly(metaphenylenevinylene) 14c and describe a successive approach towards meta-phenylenevinylenes of definite length 16b and 17b starting from 12d. Moreover, we compare the stability and reactivity of para-quinodimethane 14a and 14b with those of the ortho-quinodimethane 2 and we focus on the characterization of the resulting donor and acceptor substituted compounds.

  DOI：

  10.1002/prac.19983400412