2-Bromo-5-[5-(9,9-dihexylfluoren-2-yl)thiophen-2-yl]thiophene | 928227-62-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-Bromo-5-[5-(9,9-dihexylfluoren-2-yl)thiophen-2-yl]thiophene
• CAS: 928227-62-7
• 化学式: C₃₃H₃₇BrS₂
• 分子量: 577.693
• InChiKey: KPNVLOVOCKXRMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.6
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Bromo-5-[5-(9,9-dihexylfluoren-2-yl)thiophen-2-yl]thiophene 在 四(三苯基膦)钯 N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 生成 2-Bromo-5-[5-[5-[5-(9,9-dihexylfluoren-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophene
  参考文献：
  名称：

  Synthesis, optical, electrochemical, and thermal properties of conjugated α-fluorenyl oligothiophenes

  摘要：

  A series of new alpha-fluorenyl oligothiophenes up to the pentamer have been synthesized using Suzuki cross-coupling and bromination reactions. The optical, electrochemical, and thermal properties of these materials can be tuned by varying the number of thiophene rings. The longer oligomers (n >= 4) were stable, crystalline, and unreactive to electrochemical oxidative dimerization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.036
• 作为产物：
  描述：

  2-溴芴 在 四(三苯基膦)钯 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 四丁基氯化铵 、 sodium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 2-Bromo-5-[5-(9,9-dihexylfluoren-2-yl)thiophen-2-yl]thiophene
  参考文献：
  名称：

  Synthesis, optical, electrochemical, and thermal properties of conjugated α-fluorenyl oligothiophenes

  摘要：

  A series of new alpha-fluorenyl oligothiophenes up to the pentamer have been synthesized using Suzuki cross-coupling and bromination reactions. The optical, electrochemical, and thermal properties of these materials can be tuned by varying the number of thiophene rings. The longer oligomers (n >= 4) were stable, crystalline, and unreactive to electrochemical oxidative dimerization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.036

文献信息

• Synthesis, optical, electrochemical, and thermal properties of α,α′-bis(9,9-bis-n-hexylfluorenyl)-substituted oligothiophenes
  作者：Vinich Promarak、Auradee Punkvuang、Siriporn Jungsuttiwong、Sayant Saengsuwan、Taweesak Sudyoadsuk、Tinnagon Keawin

  DOI：10.1016/j.tetlet.2007.03.131

  日期：2007.5

  A series of new alpha,alpha'-bis(9,9-bis-n-hexylfluorenyl)-substituted oligothiophenes with 2-, 4-, and 6-thiophene rings have been synthesized via a nickel-catalyzed reductive dimerization and their optical, electrochemical, and thermal properties investigated. The fluorene substituents have shown electronic interactions with the oligothiopliene chains, enhanced the solubility of these materials and stabilized the radical cation and dication by blocking the reactive a-positions of the thiophene moieties. The absorption, fluorescence, electrochemical, and thermal properties of these materials can be tuned by varying the conjugation length of the oligothiophene segment. (c) 2007 Elsevier Ltd. All rights reserved.