N-<3-Hydroxy-<2>naphthyl-methylen>-benzylamin | 13293-97-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-<3-Hydroxy-<2>naphthyl-methylen>-benzylamin
• 英文别名: 2-Hydroxy-1-naphthalene-methylene-benzylimin
• CAS: 13293-97-5
• 化学式: C₁₈H₁₅NO
• 分子量: 261.323
• InChiKey: KHAAPVLAHYCOIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  苄胺 、 2-羟基-1-萘甲醛 以 乙醇 为溶剂， 生成 N-<3-Hydroxy-<2>naphthyl-methylen>-benzylamin
  参考文献：
  名称：

  Esko,K.; Karlsson,S., Acta Chemica Scandinavica (1947), 1970, vol. 24, p. 1415 - 1422

  摘要：

  DOI：

文献信息

• A new window towards multidimensional sensing of transition metal cations through dual mode sensing ability of N-benzyl-(3-hydoxy-2-naphthalene): Emission enhancement coupled remarkable spectral shift
  作者：Bijan Kumar Paul、Subrata Mahanta、Rupashree Balia Singh、Nikhil Guchhait

  DOI：10.1016/j.saa.2011.02.035

  日期：2011.6

  A structurally simple Schiff base N-benzyl-(3-hydroxy-2-naphthalene) (NBHN32) has been synthesized and characterized by H-1 NMR, C-13 NMR, and DEPT spectroscopy. The photophysical behaviour of NBHN32 in response to the presence of various transition metal cations has been explored by means of steady-state absorption, emission and time-resolved emission spectroscopy techniques. Efficient through space intramolecular photoinduced electron transfer (PET) between the naphthalene fluorophore and the imine group has been argued for extremely low fluorescence yield of NBHN32 compared to the parent molecule 3-hydroxy-2-naphthaldehyde (HN32) containing the same fluorophore but lacking the receptor moiety. Transition metal ion-induced emission enhancement is thus addressed on the lexicon of perturbation of the PET by the metal ions. Apart from fluorescence enhancement, transition metal ion imparts remarkable shift of the emission maxima of NBHN32, which is another unique aspect on the proposed ability of NBHN32 to function as a fluorescence chemosensor. (C) 2011 Elsevier B.V. All rights reserved.