N-(2-decyltetradecyl) 7-bromo-tetracene-1,2-dicarboxylic imide | 1258786-12-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: N-(2-decyltetradecyl) 7-bromo-tetracene-1,2-dicarboxylic imide
• 英文别名: 2-Bromo-11-(2-decyltetradecyl)-11-azapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-1(20),2,4,6,8,13(21),14,16,18-nonaene-10,12-dione
• CAS: 1258786-12-7
• 化学式: C₄₄H₅₈BrNO₂
• 分子量: 712.854
• InChiKey: JVPLTYFIJVSWLA-UHFFFAOYSA-N

物化性质

• 沸点：
  773.8±33.0 °C(predicted)
• 密度：
  1.145±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  17.1
• 重原子数：
  48
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-decyltetradecyl) 7-bromo-tetracene-1,2-dicarboxylic imide 、 4-二甲基氨基苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以46%的产率得到N-(2-decyltetradecyl) 7-(4-dimethylaminophenylethynyl)-tetracene-1,2-dicarboxylic imide
  参考文献：
  名称：

  Synthesis of functionalized tetracene dicarboxylic imides

  摘要：

  For the first time, a synthesis of tetracene dicarboxylic imides was established with 1,2,3,4-tetrahydrotetracene (1) instead of tetracene as the starting material. Mono-bromination of 1 by CuBr2 followed by a Friedel-Crafts reaction, oxidation, and imidization gave the tetrahydrotetracene carboxylic imides 5a-b. Subsequent oxidative dehydrogenation of 5a-b with DDQ afforded the functional tetracene dicarboxylic imide monobromides 6a-b. which can be further functionalized to provide functional materials such as the 'donor-acceptor' type compounds 7a-b. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.116
• 作为产物：
  描述：

  N-(2-decyltetradecyl) 8-bromo-3,4,5,6-tetrahydrotetracene-1,2-dicarboxylic imide 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 192.0h， 以40%的产率得到N-(2-decyltetradecyl) 7-bromo-tetracene-1,2-dicarboxylic imide
  参考文献：
  名称：

  Synthesis of functionalized tetracene dicarboxylic imides

  摘要：

  For the first time, a synthesis of tetracene dicarboxylic imides was established with 1,2,3,4-tetrahydrotetracene (1) instead of tetracene as the starting material. Mono-bromination of 1 by CuBr2 followed by a Friedel-Crafts reaction, oxidation, and imidization gave the tetrahydrotetracene carboxylic imides 5a-b. Subsequent oxidative dehydrogenation of 5a-b with DDQ afforded the functional tetracene dicarboxylic imide monobromides 6a-b. which can be further functionalized to provide functional materials such as the 'donor-acceptor' type compounds 7a-b. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.116

文献信息

• Synthesis of functionalized tetracene dicarboxylic imides
  作者：Jun Yin、Kai Zhang、Chongjun Jiao、Jinling Li、Chunyan Chi、Jishan Wu

  DOI：10.1016/j.tetlet.2010.09.116

  日期：2010.12

  For the first time, a synthesis of tetracene dicarboxylic imides was established with 1,2,3,4-tetrahydrotetracene (1) instead of tetracene as the starting material. Mono-bromination of 1 by CuBr2 followed by a Friedel-Crafts reaction, oxidation, and imidization gave the tetrahydrotetracene carboxylic imides 5a-b. Subsequent oxidative dehydrogenation of 5a-b with DDQ afforded the functional tetracene dicarboxylic imide monobromides 6a-b. which can be further functionalized to provide functional materials such as the 'donor-acceptor' type compounds 7a-b. (C) 2010 Elsevier Ltd. All rights reserved.