12,25-Dimethyl-3,8,16,21-tetraaza-tricyclo[21.3.1.1^10,14]octacosa-1(26),10,12,14(28),23(27),24-hexaene-27,28-diol | 103776-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 12,25-Dimethyl-3,8,16,21-tetraaza-tricyclo[21.3.1.1^10,14]octacosa-1(26),10,12,14(28),23(27),24-hexaene-27,28-diol
• 英文别名: 12,25-Dimethyl-3,8,16,21-tetrazatricyclo[21.3.1.110,14]octacosa-1(26),10,12,14(28),23(27),24-hexaene-27,28-diol
• CAS: 103776-08-5
• 化学式: C₂₆H₄₀N₄O₂
• 分子量: 440.629
• InChiKey: XXSABSHDKROING-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  32
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  88.6
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  氯乙酸乙酯 、 12,25-Dimethyl-3,8,16,21-tetraaza-tricyclo[21.3.1.1^10,14]octacosa-1(26),10,12,14(28),23(27),24-hexaene-27,28-diol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以78%的产率得到
  参考文献：
  名称：

  An unprecedented octahedral {Cd30} nanocage supported by twelve pendant-armed tetraacetate macrocyclic ligands

  摘要：

  合成了一种前所未有的八面体{Cd30}纳米笼，它由十二个带侧臂的四乙酸大环配体支撑。该纳米笼是通过大环四乙酸酯和Cd(OAc)2·2H2O以1:2的化学计量比反应得到的，并对其表面光电压和光致发光特性进行了研究。

  DOI：

  10.1039/c3dt32801e
• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 12,25-Dimethyl-3,8,16,21-tetraaza-tricyclo[21.3.1.1^10,14]octacosa-1(26),10,12,14(28),23(27),24-hexaene-27,28-diol
  参考文献：
  名称：

  Efficient Proton-Templated Synthesis of 18- to 38-Membered Tetraimino(amino)diphenol Macrocyclic Ligands:  Structural Features and Spectroscopic Properties

  摘要：

  A whole range of Robson-type tetraiminodiphenol macrocyclic ligands have been prepared as their perchlorate salts [H4L](ClO4)(2) in high yield (ca. 90%) by a single-step [2 + 2] condensation reaction between 4-methyl(or tert-butyl)-2,6-diformyl(or diacyl)phenols and alpha,omega-diaminoalkanes (C-2-C-12) in the presence of acetic acid and NaClO4. The reduction of these 18- to 38-membered macrocyclic salts with NaBH4 have afforded corresponding tetraaminodiphenol macrocycles H2L'. The X-ray crystal structures of two of the tetraiminodiphenol macrocycles with the C-2 and C-4 lateral chains have been determined, and the optimized configurations for all of the macrocycles have been obtained by molecular mechanics calculations. The macrocycles have been characterized by elemental analysis and by IR, absorption, emission, and NMR spectroscopic study. The protonated tetraiminodiphenol macrocycles exhibit strong fluoroseence in methanol, acetonitrile, and nitromethane and undergo quenching when treated with triethylamine. The neutral macrocycles H2L, isolated by treating [H4L](ClO4)(2) with excess of triethylamine, lack luminescence, as do the reduced tetraaminodiphenol macrocycles H2L'. The hydrolytic cleavage of [H4L](ClO4)(2) has been studied.

  DOI：

  10.1021/jo049787s

文献信息

• Studies on dinuclear metal complexes of macrocyclic ligands with varying chelate ring size
  作者：Chepuri R.K. Rao、P.S. Zacharias

  DOI：10.1016/s0277-5387(96)00364-6

  日期：1997.1

  Dinuclear Cu(II), Ni(II) and Co (II) complexes of macrocyclic Schiff-base ligands of 2,6-difornyl-4-methyphenol with α,ω-diamines have been synthesized and characterized. The effect of chelate ring size and saturation of azomethine groups of these ligands on stability, structure and electrochemical properties of the metal complexes has been investigated. Catalytic activity of the metal complexes in

  合成并表征了2,6-二甲叉基-4-甲基苯酚的大环席夫碱配体的双核Cu （II），Ni （II）和Co （II）配合物。研究了螯合环的大小和这些配体的甲亚胺基的饱和度对金属配合物的稳定性，结构和电化学性能的影响。报道了金属配合物在3,5-二叔丁基邻苯二酚被分子氧氧化为3,5-二叔丁基醌中的催化活性
• Synthesis of some macrocyclic compounds containing 2,6-bis(N-alkylamino)phenol units
  作者：Sanat K. Mandal、Kamalaksha Nag

  DOI：10.1021/jo00370a029

  日期：1986.10
• An unprecedented octahedral {Cd30} nanocage supported by twelve pendant-armed tetraacetate macrocyclic ligands
  作者：Wei-Jie Gong、Ying-Ying Liu、Jin Yang、Hua Wu、Jian-Fang Ma、Teng-Feng Xie

  DOI：10.1039/c3dt32801e

  日期：——

  An unprecedented octahedral Cd30} nanocage supported by twelve pendant-armed tetraacetate macrocyclic ligands was synthesized through the reaction of macrocyclic tetraethyl ester and Cd(OAc)2·2H2O in a 1 : 2 stoichiometry, where the surface photovoltage and photoluminescent properties have been studied for the nanocage.

  合成了一种前所未有的八面体Cd30}纳米笼，它由十二个带侧臂的四乙酸大环配体支撑。该纳米笼是通过大环四乙酸酯和Cd(OAc)2·2H2O以1:2的化学计量比反应得到的，并对其表面光电压和光致发光特性进行了研究。
• Efficient Proton-Templated Synthesis of 18- to 38-Membered Tetraimino(amino)diphenol Macrocyclic Ligands:  Structural Features and Spectroscopic Properties
  作者：Bula Dutta、Pradip Bag、Bibhutosh Adhikary、Ulrich Flörke、Kamalaksha Nag

  DOI：10.1021/jo049787s

  日期：2004.8.1

  A whole range of Robson-type tetraiminodiphenol macrocyclic ligands have been prepared as their perchlorate salts [H4L](ClO4)(2) in high yield (ca. 90%) by a single-step [2 + 2] condensation reaction between 4-methyl(or tert-butyl)-2,6-diformyl(or diacyl)phenols and alpha,omega-diaminoalkanes (C-2-C-12) in the presence of acetic acid and NaClO4. The reduction of these 18- to 38-membered macrocyclic salts with NaBH4 have afforded corresponding tetraaminodiphenol macrocycles H2L'. The X-ray crystal structures of two of the tetraiminodiphenol macrocycles with the C-2 and C-4 lateral chains have been determined, and the optimized configurations for all of the macrocycles have been obtained by molecular mechanics calculations. The macrocycles have been characterized by elemental analysis and by IR, absorption, emission, and NMR spectroscopic study. The protonated tetraiminodiphenol macrocycles exhibit strong fluoroseence in methanol, acetonitrile, and nitromethane and undergo quenching when treated with triethylamine. The neutral macrocycles H2L, isolated by treating [H4L](ClO4)(2) with excess of triethylamine, lack luminescence, as do the reduced tetraaminodiphenol macrocycles H2L'. The hydrolytic cleavage of [H4L](ClO4)(2) has been studied.