N,N'-dioctyl-2,2-naphtho[2,3-d:6,7-d']bis[1,3]dithiol-2,7-diylidene-biscyanamide-1,4,5,8-tetracarbonyldiimide | 1429210-35-4

• 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: N,N'-dioctyl-2,2-naphtho[2,3-d:6,7-d']bis[1,3]dithiol-2,7-diylidene-biscyanamide-1,4,5,8-tetracarbonyldiimide
• 英文别名: (14-Cyanoimino-9,19-dioctyl-8,10,18,20-tetraoxo-3,5,13,15-tetrathia-9,19-diazahexacyclo[9.9.2.02,6.07,22.012,16.017,21]docosa-1,6,11,16,21-pentaen-4-ylidene)cyanamide
• CAS: 1429210-35-4
• 化学式: C₃₄H₃₄N₆O₄S₄
• 分子量: 718.946
• InChiKey: QMSNNXQNHHYWEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  248
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  4,5,9,10-四溴-2,7-二辛基苯并[lmn][3,8]菲咯啉-1,3,6,8-四酮 、 potassium cyanocarbonimidodithioate 以 四氢呋喃 为溶剂， 反应 1.0h， 以64%的产率得到N,N'-dioctyl-2,2-naphtho[2,3-d:6,7-d']bis[1,3]dithiol-2,7-diylidene-biscyanamide-1,4,5,8-tetracarbonyldiimide
  参考文献：
  名称：

  A facile synthesis of 2,3,6,7-tetrabromonaphthalene diimides toward new π-extended naphthalene diimides

  摘要：

  A 2,3,6,7-tetrabromonaphthalene diimide (2) was readily synthesized in high yield from 2,3,6,7-tetrabromonaphthalene dianhydride by an improved dehydrohalogenation-based imidization reaction. The further nucleophilic aromatic substitution (SNAr) reaction of 2 with potassium cyanocarbonimidodithioate afforded a new pi-extended naphthalene diimide (1), which exhibits n-type behavior in organic transistors and interesting response to F- among halide anions in solutions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.075