1,5,8,12-tetraazatricyclo<10.2.2.2^5,8>octadecane | 73369-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂卓
• 英文名称: 1,5,8,12-tetraazatricyclo<10.2.2.2^5,8>octadecane
• 英文别名: dipiperazinocyclam；1,5,8,12-tetrazatricyclo[10.2.2.25,8]octadecane
• CAS: 73369-08-1
• 化学式: C₁₄H₂₈N₄
• 分子量: 252.403
• InChiKey: XNJHAPDEWBQEGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.02
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.96
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  decahydro-3a,5a,8a,10a-tetraazapyrene 在 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 1,5,8,12-tetraazatricyclo<10.2.2.2^5,8>octadecane
  参考文献：
  名称：

  Regioselective carbonyl amination using diisobutylaluminum hydride

  摘要：

  DOI：

  10.1021/ja00404a035

文献信息

• General routes for the synthesis of mono, di and tri-N-substituted derivatives of cyclam
  作者：I.M. Helps、D. Parker、J.R. Morphy、J. Chapman

  DOI：10.1016/0040-4020(89)80049-3

  日期：1989.1

  The selective synthesis of N-substituted derivatives of 1,4,8,11-tetraazacyclotetradecane may be achieved through N-tosyl or N-benzyl intermediates, permitting for example the synthesis of 1,8 disubstituted derivatives.

  1,4,8,11-四氮杂环十四烷的N-取代衍生物的选择性合成可以通过N-甲苯磺酰基或N-苄基中间体实现，例如允许合成1,8双取代的衍生物。
• Copper and nickel complexes of 1,8-disubstituted derivatives of 1,4,8,11-tetraazacyclotetradecane
  作者：James Chapman、George Ferguson、John F. Gallagher、Michael C. Jennings、David Parker

  DOI：10.1039/dt9920000345

  日期：——

  The stereoselective synthesis of various 1,8-disubstituted derivatives of 1,4,8,11-tetraazacyclotetradecane (cyclam) has been achieved and copper and nickel complexes prepared. For the 1,8-dibutyl derivative, the square-planar nickel(II) complex exists as two diastereoisomers, as revealed by crystallographic analysis. The structure of the copper(II) complex of this ligand confirmed that a strong in-plane ligand field was conserved in square-planar complexes notwithstanding the dialkylation at nitrogen. The structures of the copper(II) complexes of two 1,8-dicarboxymethyl derivatives of cyclam also reveal primary N4 co-ordination with carboxyl oxygens occupying the elongated axial sites. The tricyclic ligand 1,5,8,12-tetraazatricyclo[10.2.2.2(5,8)]octadecane is readily prepared from one of these diacids and the copper complex is kinetically stable in solution with respect to attack by hydrogen sulfide and to acid-catalysed dissociation.
• WAINWRIGHT KEVIN P., INORG. CHEM., 1980, 19, NO 5, 1396-1398
  作者：WAINWRIGHT KEVIN P.

  DOI：——

  日期：——
• YAMAMOTO, HISASHI;MARUOKA, KEIJI, J. AMER. CHEM. SOC., 1981, 103, N 14, 4186-4194
  作者：YAMAMOTO, HISASHI、MARUOKA, KEIJI

  DOI：——

  日期：——