2-(9-anthryl)-5-bromothiophene | 165393-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(9-anthryl)-5-bromothiophene
• 英文别名: 2-Anthracen-9-yl-5-bromothiophene
• CAS: 165393-18-0
• 化学式: C₁₈H₁₁BrS
• 分子量: 339.255
• InChiKey: MJHSIDPNUVUZHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(9-anthryl)-5-bromothiophene 在 盐酸 、 正丁基锂 、 高氯酸 、 magnesium 、 1,2-二溴乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 79.5h， 生成
  参考文献：
  名称：

  Steroid-Bridged Anthryloligothienylporphyrins:  Synthesis and Study on the Intramolecular Energy Transfer

  摘要：

  The novel steroid-bridged energy transfer system 2 was prepared starting from epi-androsterone, The linkage of both the anthrylthienyl and the bithienyl group in the 3- and 17-position of the steroid was achieved by Grignard reaction of the respective carbonyl function of the steroid component. The synthesis was accomplished by linkage of the porphyrin group according to Lindsey's method. This synthetic strategy also enables the approach to molecular subunits required as reference compounds. The photophysical properties were studied using time-resolved fluorescence and fluorescence excitation spectroscopy. Reference donor molecule 6 exhibits-in analogy to other anthryloligothiophenes studied-a dual fluorescence: a blue anthracene-like fluorescence and a dynamically coupled delayed red fluorescence resulting from the relaxed excited state. On the basis of these results, supermolecule 2 was investigated. Besides the typical porphyrin emission, a high energetic fluorescence (blue fluorescence) was detected in 2 which results unambiguously, as stated from spectra of 6, from the donor part of 2. The lifetime of this fluorescence is shortened compared with that of 6. Supermolecule 2 is the first in the series of our energy transfer systems exhibiting donor fluorescence despite a very efficient intramolecular energy transfer (at least 99%).

  DOI：

  10.1021/jo980251e
• 作为产物：
  描述：

  2,5-二溴噻吩 、 蒽酮 在 正丁基锂 作用下， 生成 2-(9-anthryl)-5-bromothiophene
  参考文献：
  名称：

  Wüirthner, Frank; Vollmer, Martin Siegfried; Effenberger, Franz, Journal of the American Chemical Society, 1995, vol. 117, # 31, p. 8090 - 8099

  摘要：

  DOI：

文献信息

• Synthesis of Oligothienylfullerenes
  作者：Franz Effenberger、Gunther Grube

  DOI：10.1055/s-1998-6090

  日期：1998.9