3-Phenyl-2-[9-(3-phenylthiophen-2-yl)fluoren-9-yl]thiophene | 911649-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3-Phenyl-2-[9-(3-phenylthiophen-2-yl)fluoren-9-yl]thiophene
• 英文别名: 3-phenyl-2-[9-(3-phenylthiophen-2-yl)fluoren-9-yl]thiophene
• CAS: 911649-07-5
• 化学式: C₃₃H₂₂S₂
• 分子量: 482.67
• InChiKey: KRDHTQBFJQAXGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-(3-phenylthiophen-2-yl)fluoren-9-ol 、 3-苯基噻吩 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以63%的产率得到3-Phenyl-2-[9-(3-phenylthiophen-2-yl)fluoren-9-yl]thiophene
  参考文献：
  名称：

  Diarylfluorenes-based π-stacked molecules: synthesis, X-ray crystallography, and supramolecular light-emitting devices

  摘要：

  A series of intramolecular pi-stacked molecules as new-concept supramolecular organic semiconductors have been designed by means of the ortho-substituted steric hindrance of diarylfluorenes and facile synthesized via the key step of BF3 center dot Et2O-mediated Friedel Crafts reaction of carbinols. Their intramolecular pi-pi stacking interactions were corroborated by the X-ray crystallography, NMR, as well as theoretical simulation. The supramolecular organic light-emitting devices exhibited an anomalous electroluminescence with a maximum luminance of ca. 1282 cd/m(2), a luminous efficiency of 0.24 cd/A, and a turn-on voltage of 9 V. The pi-stacked semiconductors are potential models of supramolecular semiconductors and optoelectronics. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.02.090

文献信息

• Diarylfluorenes-based π-stacked molecules: synthesis, X-ray crystallography, and supramolecular light-emitting devices
  作者：Yang Yang、Jian-Feng Zhao、Ran-Ran Liu、Jie-Wei Li、Ming-Dong Yi、Guo-Hua Xie、Ling-Hai Xie、Yong-Zheng Chang、Cheng-Rong Yin、Xin-Hui Zhou、Yi Zhao、Yan Qian、Wei Huang

  DOI：10.1016/j.tet.2013.02.090

  日期：2013.7

  A series of intramolecular pi-stacked molecules as new-concept supramolecular organic semiconductors have been designed by means of the ortho-substituted steric hindrance of diarylfluorenes and facile synthesized via the key step of BF3 center dot Et2O-mediated Friedel Crafts reaction of carbinols. Their intramolecular pi-pi stacking interactions were corroborated by the X-ray crystallography, NMR, as well as theoretical simulation. The supramolecular organic light-emitting devices exhibited an anomalous electroluminescence with a maximum luminance of ca. 1282 cd/m(2), a luminous efficiency of 0.24 cd/A, and a turn-on voltage of 9 V. The pi-stacked semiconductors are potential models of supramolecular semiconductors and optoelectronics. (C) 2013 Published by Elsevier Ltd.