(E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol | 303215-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol
• 英文别名: 3-[(4-Hydroxyphenyl)iminomethyl]benzene-1,2-diol
• CAS: 303215-22-7
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: XUMDUPGXBNPWSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol 、 palladium diacetate 以 乙醇 为溶剂， 以81%的产率得到Pd((E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol)2
  参考文献：
  名称：

  Palladium salicylaldimine complexes derived from 2,3-dihydroxybenzaldehyde

  摘要：

  Schiff bases derived from condensation of 2,3-dihydroxybenzaldehyde with various primary amines, such as 1-adamantanamine hydrochloride, 2,6-dimethylaniline, 2,6-diethylaniline and 2,6-diisopropylaniline, react with palladium(II) acetate to give the corresponding bis(N-arylsalicylaldiminato)palladium(II) complexes. These complexes have been found to be active catalyst precursors for the Suzuki-Miyaura cross-coupling of aryl bromides and iodides with aryl boronic acids using water as a solvent. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.07.051
• 作为产物：
  描述：

  2,3-二羟基苯甲醛 、 对氨基苯酚 以 乙醇 为溶剂， 反应 18.0h， 以70%的产率得到(E)-3-((4-hydroxyphenylimino)methyl)benzene-1,2-diol
  参考文献：
  名称：

  A Simple and Highly Sensitive Turn-on Schiff Base Type Naked-eye Fluorescent Sensor for Aluminum Ion in Living Cells

  摘要：

  Six different Schiff bases to be used as turn-on fluorescent probes based on photoinduced electron transfer (PET) mechanism for the recognition of aluminum ions were successfully synthesized and characterized. The binding abilities of synthesized compounds with different metal cations were investigated by absorption and emission spectra. From the spectrophotometric experiments, it were seen that compound SK-1 displayed an excellent fluorescence response towards targeted aluminum ions probably due to its suitable chelating structure. Furthermore, such compound SK-1 also showed high sensitivity and selectivity response towards aluminum ions over other competing ions. In addition, the potential biological applications of SK-1 to detect aluminum ions in living cells were also investigated and results showed that fluorescence sensor SK-1 could be a promising probe for determining and/or monitoring aluminum ions in both biological and/or chemical samples.

  DOI：

  10.17344/acsi.2018.4755

文献信息

• Palladium salicylaldimine complexes derived from 2,3-dihydroxybenzaldehyde
  作者：Eric G. Bowes、Graham M. Lee、Christopher M. Vogels、Andreas Decken、Stephen A. Westcott

  DOI：10.1016/j.ica.2011.07.051

  日期：2011.11

  Schiff bases derived from condensation of 2,3-dihydroxybenzaldehyde with various primary amines, such as 1-adamantanamine hydrochloride, 2,6-dimethylaniline, 2,6-diethylaniline and 2,6-diisopropylaniline, react with palladium(II) acetate to give the corresponding bis(N-arylsalicylaldiminato)palladium(II) complexes. These complexes have been found to be active catalyst precursors for the Suzuki-Miyaura cross-coupling of aryl bromides and iodides with aryl boronic acids using water as a solvent. (C) 2011 Elsevier B. V. All rights reserved.
• A Simple and Highly Sensitive Turn-on Schiff Base Type Naked-eye Fluorescent Sensor for Aluminum Ion in Living Cells
  作者：Sedat Keskin、Mevlut Bayrakci

  DOI：10.17344/acsi.2018.4755

  日期：——

  Six different Schiff bases to be used as turn-on fluorescent probes based on photoinduced electron transfer (PET) mechanism for the recognition of aluminum ions were successfully synthesized and characterized. The binding abilities of synthesized compounds with different metal cations were investigated by absorption and emission spectra. From the spectrophotometric experiments, it were seen that compound SK-1 displayed an excellent fluorescence response towards targeted aluminum ions probably due to its suitable chelating structure. Furthermore, such compound SK-1 also showed high sensitivity and selectivity response towards aluminum ions over other competing ions. In addition, the potential biological applications of SK-1 to detect aluminum ions in living cells were also investigated and results showed that fluorescence sensor SK-1 could be a promising probe for determining and/or monitoring aluminum ions in both biological and/or chemical samples.