(1,8-naphthypridine)-1,3,5,7-tetramethyl-4,4-difluoroboradiazaindacene | 1587260-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (1,8-naphthypridine)-1,3,5,7-tetramethyl-4,4-difluoroboradiazaindacene
• CAS: 1587260-99-8
• 化学式: C₂₁H₁₉BF₂N₄
• 分子量: 376.216
• InChiKey: HCUXMBJOWPKZJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  [1,8]萘啶-2-甲醛 在 三乙胺 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (1,8-naphthypridine)-1,3,5,7-tetramethyl-4,4-difluoroboradiazaindacene
  参考文献：
  名称：

  Synthesis, structures and photophysical properties of boron–fluorine derivatives based on pyridine/1,8-naphthyridine

  摘要：

  Three boron fluorine complexes B1-B3 containing pyridine/1,8-naphthyridine were synthesized and structurally characterized. Compounds B1 and B2 exhibited strong fluorescence in solution and solid state. The solvent-dependent luminous properties and large Stokes shift in solution could be explained by intramolecular charge transfer, which is confirmed by time-dependent density functional theory calculation. The absolute quantum yield of B1 in powder form reached 0.48 because of inhibiting planar pi...pi stacking. Single-crystal X-ray diffraction analyses of B1 and B2 revealed that weak intermolecular C H...F and H...pi interactions hinder further stacking of pi...pi dimers, consequently preventing aggregation-induced quenching. Complex 113, composed of boron-dipyrromethene and 1,8-naphthyridine fluorophore, had potential applications as a pH ratiometric fluorescent sensor. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.01.022

文献信息

• Synthesis, structures and photophysical properties of boron–fluorine derivatives based on pyridine/1,8-naphthyridine
  作者：Zhensheng Li、Xiaojun Lv、Yong Chen、Wen-Fu Fu

  DOI：10.1016/j.dyepig.2014.01.022

  日期：2014.6

  Three boron fluorine complexes B1-B3 containing pyridine/1,8-naphthyridine were synthesized and structurally characterized. Compounds B1 and B2 exhibited strong fluorescence in solution and solid state. The solvent-dependent luminous properties and large Stokes shift in solution could be explained by intramolecular charge transfer, which is confirmed by time-dependent density functional theory calculation. The absolute quantum yield of B1 in powder form reached 0.48 because of inhibiting planar pi...pi stacking. Single-crystal X-ray diffraction analyses of B1 and B2 revealed that weak intermolecular C H...F and H...pi interactions hinder further stacking of pi...pi dimers, consequently preventing aggregation-induced quenching. Complex 113, composed of boron-dipyrromethene and 1,8-naphthyridine fluorophore, had potential applications as a pH ratiometric fluorescent sensor. (c) 2014 Elsevier Ltd. All rights reserved.