6,11-dihydro-5,12-diphenyl-6,6'-bis(thien-2-yl)-11,11'-dihydrotetracene | 1085512-86-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 6,11-dihydro-5,12-diphenyl-6,6'-bis(thien-2-yl)-11,11'-dihydrotetracene
• CAS: 1085512-86-2
• 化学式: C₃₈H₂₆S₂
• 分子量: 546.756
• InChiKey: NORGMLNODHWEIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.58
• 重原子数：
  40.0
• 可旋转键数：
  4.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5,12-diphenyl-6,11-bis(thien-2-yl)-6,11-tetracenediol 在 sodium cyanoborohydride 、 zinc(II) iodide 作用下， 以 dichloroethene, 1,2- 为溶剂， 反应 20.0h， 以57%的产率得到5,12-diphenyl-6,11-bis(thien-2-yl)tetracene
  参考文献：
  名称：

  Synthesis and crystal structure of 5,12-diphenyl-6,11-bis(thien-2-yl)tetracene

  摘要：

  5,12-Diphenyl-6,11-bis(thien-2-yl)tetracene (1) was prepared by reduction of 5,12-diphenyl-6,11-bis(thien-2-yl)-6,11-tetracenediol (3) with NaBH3CN in the presence of weak Lewis acid ZnI2. A rearranged byproduct, 6,11-dihydro-5,12-diphenyl-6,6'-bis(thien-2-yl)-11, 11'-dihydrotetracene (5), was also obtained under this condition. Treatment of compound 3 with HI or other strong Lewis acid led to rearrangement and afforded 5,12-diphenyl-6,6'-bis(thien-2-yl)tetracene-11-one (4). The structures of compounds 1,4 and 5 were confirmed by single crystal X-ray diffraction. The central tetracene rings of molecules 1 are twisted and assemble into arrays with slip parallel molecules in the crystal structure. There is no pi-pi overlap among the tetracene rings or among the pendant phenyl rings and thienyl rings. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.02.007