2,5-bis(3,5-di-tert-butylbenzyl)-3,6-bis(4'-hexyl-2,2'-bithiophen-5-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione | 1220883-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2,5-bis(3,5-di-tert-butylbenzyl)-3,6-bis(4'-hexyl-2,2'-bithiophen-5-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• CAS: 1220883-01-1
• 化学式: C₆₄H₈₀N₂O₂S₄
• 分子量: 1037.62
• InChiKey: RTICQANHCCPSTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.91
• 重原子数：
  72.0
• 可旋转键数：
  18.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,5-bis(3,5-di-tert-butylbenzyl)-3,6-bis(4'-hexyl-2,2'-bithiophen-5-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以50%的产率得到3,6-bis(5'-bromo-4'-hexyl-2,2'-bithiophen-5-yl)-2,5-bis(3,5-di-tert-butylbenzyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties

  摘要：

  Herein we disclose an easily applicable method for the synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties, with different substituents on the nitrogen atoms (Me, n-octyl, 3,5-di-tert-butylbenzyl, Boc) and on the thiophene rings (C6H13, C12H25), in good yields and purities. A comparison is made between the previously described method from literature and our more efficient approach regarding number of steps, overall yields and ease of synthesis and purification. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.027
• 作为产物：
  描述：

  3,6-bis(5-bromothiophen-2-yl)-2,5-bis(3,5-di-tert-butylbenzyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 、 (4-己基噻吩基)三丁基锡 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以78%的产率得到2,5-bis(3,5-di-tert-butylbenzyl)-3,6-bis(4'-hexyl-2,2'-bithiophen-5-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties

  摘要：

  Herein we disclose an easily applicable method for the synthesis of diketopyrrolopyrrole (DPP) derivatives comprising bithiophene moieties, with different substituents on the nitrogen atoms (Me, n-octyl, 3,5-di-tert-butylbenzyl, Boc) and on the thiophene rings (C6H13, C12H25), in good yields and purities. A comparison is made between the previously described method from literature and our more efficient approach regarding number of steps, overall yields and ease of synthesis and purification. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.027