5-bromo-2-(2-bromo-9,9'-dioctyl-9H-fluoren-7-yl)pyridine | 1346108-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5-bromo-2-(2-bromo-9,9'-dioctyl-9H-fluoren-7-yl)pyridine
• 英文别名: 5-Bromo-2-(7-bromo-9,9-dioctylfluoren-2-yl)pyridine；5-bromo-2-(7-bromo-9,9-dioctylfluoren-2-yl)pyridine
• CAS: 1346108-36-8
• 化学式: C₃₄H₄₃Br₂N
• 分子量: 625.53
• InChiKey: HIFKMMKBLASSOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  37
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,5-二溴吡啶 、 2-(7-溴-9,9-二-n-辛基-9H-芴-2-基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷,2-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-7-溴-9,9-二-n-辛基-9H-芴,7-溴-9,9-二-n-辛基-9H-芴-2-硼酸频哪醇酯 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以60%的产率得到5-bromo-2-(2-bromo-9,9'-dioctyl-9H-fluoren-7-yl)pyridine
  参考文献：
  名称：

  Water-Soluble Iridium(III)-Containing Conjugated Polyelectrolytes with Weakened Energy Transfer Properties for Multicolor Protein Sensing Applications

  摘要：

  Cationic conjugated polyelectrolytes (CPEs) containing an iridium complex ((ppy)(2)Ir(FlPy)) as the energy acceptor were synthesized via Suzuki coupling reaction. The polymer with 12 mol % (ppy)(2)Ir(FlPy) (P4) shows efficient intrinsic fluorescence resonance energy transfer (FRET) in aqueous solution due to the solubility-limitation-caused polymer aggregation. Thus, at a relatively high concentration, P4 emits dual-emissive red phosphorescence upon donor excitation. Investigation of the emission responses of P4 toward proteins reveals a unique weakened FRET process from the main segments (donor) to the (ppy)(2)Ir(FlPy) units (acceptor) in the presence of histone instead of other proteins. With such a selective weakened FRET process, the emission color of P4 solution turns from red into lilac only in the presence of histone, allowing for visual discrimination of histone. Moreover, the linearity of this weakened FRET of P4 also enables effective quantification of histone with a limit of detection of 0.06 mu M. This study thus provides a new design concept to take full advantage of polymer solubility limitation for CPE-based multicolor visual sensing.

  DOI：

  10.1021/ma201614z

文献信息

• Water-Soluble Iridium(III)-Containing Conjugated Polyelectrolytes with Weakened Energy Transfer Properties for Multicolor Protein Sensing Applications
  作者：Pengfei Sun、Xiaomei Lu、Quli Fan、Zhiyong Zhang、Wenli Song、Bo Li、Ling Huang、Jinwen Peng、Wei Huang

  DOI：10.1021/ma201614z

  日期：2011.11.22

  Cationic conjugated polyelectrolytes (CPEs) containing an iridium complex ((ppy)(2)Ir(FlPy)) as the energy acceptor were synthesized via Suzuki coupling reaction. The polymer with 12 mol % (ppy)(2)Ir(FlPy) (P4) shows efficient intrinsic fluorescence resonance energy transfer (FRET) in aqueous solution due to the solubility-limitation-caused polymer aggregation. Thus, at a relatively high concentration, P4 emits dual-emissive red phosphorescence upon donor excitation. Investigation of the emission responses of P4 toward proteins reveals a unique weakened FRET process from the main segments (donor) to the (ppy)(2)Ir(FlPy) units (acceptor) in the presence of histone instead of other proteins. With such a selective weakened FRET process, the emission color of P4 solution turns from red into lilac only in the presence of histone, allowing for visual discrimination of histone. Moreover, the linearity of this weakened FRET of P4 also enables effective quantification of histone with a limit of detection of 0.06 mu M. This study thus provides a new design concept to take full advantage of polymer solubility limitation for CPE-based multicolor visual sensing.