4-[2-(4-Formyl-3-hydroxyphenoxy)ethoxy]-2-hydroxybenzaldehyde | 181035-41-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[2-(4-Formyl-3-hydroxyphenoxy)ethoxy]-2-hydroxybenzaldehyde
• 英文别名: 4-[2-(4-formyl-3-hydroxyphenoxy)ethoxy]-2-hydroxybenzaldehyde
• CAS: 181035-41-6
• 化学式: C₁₆H₁₄O₆
• 分子量: 302.284
• InChiKey: PPAFSHLUKPBULO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙醇 、 4-[2-(4-Formyl-3-hydroxyphenoxy)ethoxy]-2-hydroxybenzaldehyde 、 3-氨基苯硼酸 以 苯 为溶剂， 反应 4.0h， 以16%的产率得到
  参考文献：
  名称：

  Calixarene and hemicarcerand-like compounds obtained by self-assembly of 3-aminophenylboronic acid and salicylaldehyde derivatives

  摘要：

  One-pot synthesis of calixarene and hemicarcerand like compounds can be modulated by use of mono- or bis-salicylaldehyde derivatives respectively, reacting with 3-aminophenylboronic acid. Thus, the first part of this work is focused on the synthesis of calix-like compounds derived from salicylaldehyde units including different substituents on the aromatic moiety. Seven different calix structures are described and their structural analysis has been carried out by spectroscopic techniques. The second part corresponds to the description of bis-salicylaldehyde derivatives, synthesis and reactivity towards the 3-aminophenylboronic acid leading to the formation of hemicarcerand-like compounds. Aliphatic and aromatic chains were inserted as linkers between the two salicylaldehyde units in order to evaluate the influence on the formation of the hemicarcerands compounds. Both, calixarene and hemicarcerand compounds resulted from condensation reactions, wherein the formation of N-B coordination bonds plays a significant role on the macrocyclization process. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.033
• 作为产物：
  描述：

  1,2-二溴乙烷 、 2,4-二羟基苯甲醛 在 potassium hydrogencarbonate 作用下， 以 丙酮 为溶剂， 反应 72.0h， 以6%的产率得到4-[2-(4-Formyl-3-hydroxyphenoxy)ethoxy]-2-hydroxybenzaldehyde
  参考文献：
  名称：

  Calixarene and hemicarcerand-like compounds obtained by self-assembly of 3-aminophenylboronic acid and salicylaldehyde derivatives

  摘要：

  One-pot synthesis of calixarene and hemicarcerand like compounds can be modulated by use of mono- or bis-salicylaldehyde derivatives respectively, reacting with 3-aminophenylboronic acid. Thus, the first part of this work is focused on the synthesis of calix-like compounds derived from salicylaldehyde units including different substituents on the aromatic moiety. Seven different calix structures are described and their structural analysis has been carried out by spectroscopic techniques. The second part corresponds to the description of bis-salicylaldehyde derivatives, synthesis and reactivity towards the 3-aminophenylboronic acid leading to the formation of hemicarcerand-like compounds. Aliphatic and aromatic chains were inserted as linkers between the two salicylaldehyde units in order to evaluate the influence on the formation of the hemicarcerands compounds. Both, calixarene and hemicarcerand compounds resulted from condensation reactions, wherein the formation of N-B coordination bonds plays a significant role on the macrocyclization process. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.02.033

文献信息

• Calixarene and hemicarcerand-like compounds obtained by self-assembly of 3-aminophenylboronic acid and salicylaldehyde derivatives
  作者：Victor Barba、Paola Ramos、Danae Jiménez、Abraham Rivera、Ariel Meneses

  DOI：10.1016/j.ica.2013.02.033

  日期：2013.5

  One-pot synthesis of calixarene and hemicarcerand like compounds can be modulated by use of mono- or bis-salicylaldehyde derivatives respectively, reacting with 3-aminophenylboronic acid. Thus, the first part of this work is focused on the synthesis of calix-like compounds derived from salicylaldehyde units including different substituents on the aromatic moiety. Seven different calix structures are described and their structural analysis has been carried out by spectroscopic techniques. The second part corresponds to the description of bis-salicylaldehyde derivatives, synthesis and reactivity towards the 3-aminophenylboronic acid leading to the formation of hemicarcerand-like compounds. Aliphatic and aromatic chains were inserted as linkers between the two salicylaldehyde units in order to evaluate the influence on the formation of the hemicarcerands compounds. Both, calixarene and hemicarcerand compounds resulted from condensation reactions, wherein the formation of N-B coordination bonds plays a significant role on the macrocyclization process. (C) 2013 Elsevier B.V. All rights reserved.