2-(1-Methoxynaphthalen-2-yl)-4-pyridin-2-yl-1,3-thiazole | 1314234-59-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-Methoxynaphthalen-2-yl)-4-pyridin-2-yl-1,3-thiazole
• CAS: 1314234-59-7
• 化学式: C₁₉H₁₄N₂OS
• 分子量: 318.399
• InChiKey: PIDVMMWIQDKHRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-Methoxynaphthalen-2-yl)-4-pyridin-2-yl-1,3-thiazole 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以92%的产率得到2-(4-Pyridin-2-yl-1,3-thiazol-2-yl)naphthalen-1-ol
  参考文献：
  名称：

  New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn2+ with a remarkable red shift in emission spectra

  摘要：

  Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn2+. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn2+ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.106
• 作为产物：
  描述：

  2-(2-溴乙酰基)吡啶 、 1-Methoxynaphthalene-2-carbothioamide 以 乙醇 为溶剂， 反应 5.0h， 以87%的产率得到2-(1-Methoxynaphthalen-2-yl)-4-pyridin-2-yl-1,3-thiazole
  参考文献：
  名称：

  New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn2+ with a remarkable red shift in emission spectra

  摘要：

  Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn2+. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn2+ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.106