19,24-Dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetraazabicyclo<14.5.5>hexacosane | 156022-18-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 19,24-Dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetraazabicyclo<14.5.5>hexacosane
• 英文别名: 19,24-dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetrazabicyclo<14.5.5>hexacosane；19,24-dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetraazabicyclo[14.5.5]hexacosane；19,24-Dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetrazabicyclo[14.5.5]hexacosane
• CAS: 156022-18-3
• 化学式: C₂₀H₄₂N₄O₄
• 分子量: 402.578
• InChiKey: XVVYQLJKOZAGIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 19,24-Dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetraazabicyclo<14.5.5>hexacosane 以 甲醇 为溶剂， 以57%的产率得到[Cu(19,24-dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetraazabicyclo[14.5.5]hexacosane)](ClO4)2
  参考文献：
  名称：

  Co-ordination tendencies of two novel compartimental oxa-aza macrobicycles. Crystal structure of a Cu II (H2O) inclusion complex

  摘要：

  The two novel aza-oxa cryptands 16,21-dimethyl-4.7,10-trioxa-1,13,16,21-tetraazabicyclo[11.5.5]- tricosane-(L(1)) and 19.24-dimethyl-4.7.10,13-tetraoxa-1,16,19,24-tetraazabicyclo [14.5.5]hexacosane (L(2)) bind in aqueous solution Li+ or Na+ as well as Cu2+, Zn2+ or Cd2+. The co-ordination features of the above receptors have been studied in aqueous solution by potentiometric (298.1 or 318.1 K, / = 0.15 mol dm(-3)) and spectroscopic (H-1 and C-13 NMR and UV/VIS) techniques. In the case of Cu2+, Zn2+ and Cd2+ both the thermodynamic and spectroscopic data are in accord with the metal centres co-ordinated by the tetraaza moiety of the receptor. The co-ordination sphere is completed by binding water molecules or an oxygen of the polyoxa chain. The crystal structures of [CuL(1)][ClO4](2).0.4MeOH and [CuL(2)(H2O)][ClO4](2) have been determined. In the former the metal ion is bound by the four nitrogens and by an oxygen donor of the ligand giving rise to a rather distorted square-pyramidal co-ordination geometry In the latter the four nitrogen atoms of the ligand are again involved in the co-ordination to the metal ion; the resulting geometry is fairly distorted square-pyramidal, with the fifth co-ordinative position occupied by the oxygen of a water molecule. The Cu(H2O) unit is encapsulated inside the molecular cavity, stabilized by hydrogen bonds between the water molecule and the four oxygens of the receptor. Consequently, the Cu-O distance is remarkably short (2.09 Angstrom). This complex can lose the co-ordinated water molecule both in non-aqueous solution and in the solid state. The acidic dissociation of the Cu2+ complexes has also been studied in 1 mol dm(-3) HClO4 at different temperatures and the rate constants and activation parameters determined.

  DOI：

  10.1039/dt9940003581
• 作为产物：
  描述：

  1,7-dimethyl-1,4,7,10-tetra-azacyclododecane 、 二对甲苯磺酸戊乙二醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以54%的产率得到19,24-Dimethyl-4,7,10,13-tetraoxa-1,16,19,24-tetraazabicyclo<14.5.5>hexacosane
  参考文献：
  名称：

  Bazzicalupi, Carla; Bencini, Andrea; Bianchi, Antonio, Journal of the Chemical Society. Perkin transactions II, 1994, # 4, p. 815 - 820

  摘要：

  DOI：

文献信息

• Bazzicalupi, Carla; Bencini, Andrea; Bianchi, Antonio, Journal of the Chemical Society. Perkin transactions II, 1994, # 4, p. 815 - 820
  作者：Bazzicalupi, Carla、Bencini, Andrea、Bianchi, Antonio、Fusi, Vieri、Paoletti, Piero、Valtancoli, Barbara

  DOI：——

  日期：——
• Co-ordination tendencies of two novel compartimental oxa-aza macrobicycles. Crystal structure of a Cu II (H2O) inclusion complex
  作者：Carla Bazzicalupi、Andrea Bencini、Antonio Bianchi、Vieri Fusi、Claudia Giorgi、Piero Paoletti、Barbara Valtancoli

  DOI：10.1039/dt9940003581

  日期：——

  The two novel aza-oxa cryptands 16,21-dimethyl-4.7,10-trioxa-1,13,16,21-tetraazabicyclo[11.5.5]- tricosane-(L(1)) and 19.24-dimethyl-4.7.10,13-tetraoxa-1,16,19,24-tetraazabicyclo [14.5.5]hexacosane (L(2)) bind in aqueous solution Li+ or Na+ as well as Cu2+, Zn2+ or Cd2+. The co-ordination features of the above receptors have been studied in aqueous solution by potentiometric (298.1 or 318.1 K, / = 0.15 mol dm(-3)) and spectroscopic (H-1 and C-13 NMR and UV/VIS) techniques. In the case of Cu2+, Zn2+ and Cd2+ both the thermodynamic and spectroscopic data are in accord with the metal centres co-ordinated by the tetraaza moiety of the receptor. The co-ordination sphere is completed by binding water molecules or an oxygen of the polyoxa chain. The crystal structures of [CuL(1)][ClO4](2).0.4MeOH and [CuL(2)(H2O)][ClO4](2) have been determined. In the former the metal ion is bound by the four nitrogens and by an oxygen donor of the ligand giving rise to a rather distorted square-pyramidal co-ordination geometry In the latter the four nitrogen atoms of the ligand are again involved in the co-ordination to the metal ion; the resulting geometry is fairly distorted square-pyramidal, with the fifth co-ordinative position occupied by the oxygen of a water molecule. The Cu(H2O) unit is encapsulated inside the molecular cavity, stabilized by hydrogen bonds between the water molecule and the four oxygens of the receptor. Consequently, the Cu-O distance is remarkably short (2.09 Angstrom). This complex can lose the co-ordinated water molecule both in non-aqueous solution and in the solid state. The acidic dissociation of the Cu2+ complexes has also been studied in 1 mol dm(-3) HClO4 at different temperatures and the rate constants and activation parameters determined.