2,4,9,11-tetraoxo-1,4,8,12-tetraazacyclotetradecane | 164737-54-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4,9,11-tetraoxo-1,4,8,12-tetraazacyclotetradecane
• 英文别名: 1,4,8,11-Tetraazacyclotetradecane-5,7,12,14-tetrone；1,4,8,11-tetrazacyclotetradecane-5,7,12,14-tetrone
• CAS: 164737-54-6
• 化学式: C₁₀H₁₆N₄O₄
• 分子量: 256.261
• InChiKey: FPIWVRXLEREJEZ-UHFFFAOYSA-N

物化性质

• 熔点：
  195 °C
• 沸点：
  857.8±65.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4,9,11-tetraoxo-1,4,8,12-tetraazacyclotetradecane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 56.0h， 以22%的产率得到1,4,8,11-四氮杂环十四烷
  参考文献：
  名称：

  Shakir, Mohammad; Varkey, Saji P.; Nasman, Omar S. M., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1996, vol. 35, # 8, p. 671 - 676

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二酸 、 乙二胺 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 2,4,9,11-tetraoxo-1,4,8,12-tetraazacyclotetradecane
  参考文献：
  名称：

  Studies on Biologically Potent Tetraazamacrocyclic Complexes of Bivalent Tin

  摘要：

  Fourteen- to eighteen-membered tetraamide macrocyclic ligands N4L1-N4L4 have been prepared by the condensation of 1,2-diaminoethane or 1,3-diaminopropane with malonic or succinic acid in the presence of condensing reagents dicyclohexylcarbodiimide and 4-dimethylaminopyridine. On reduction, these macrocyclic ligands give a new series of tetraazamacrocycles MacL(1)-MacL(4) which form complexes with tin(II) chloride. The ligands and their complexes were characterized by elemental analyses, molecular weight determinations, infrared and H-1 NMR spectral studies. The hexacoordinated state for tin has been confirmed by spectral studies. An octahedral geometry for these complexes has been proposed as the binding sites are the nitrogen atoms of the macrocycles. On the basis of the chemical composition the representation of the complexes as [Sn(MacL(n))Cl-2] (n = 1-4) has been established. The ligands and their complexes also have been screened for their antifungal and antibacterial activities and the findings have been reported and explained.

  DOI：

  10.1080/10426500307932

文献信息

• A new synthetic route for the preparation of a new series of 14–22-membered tetraoxomacrocyclic tetraamines and their transition metal complexes
  作者：Mohammad Shakir、Saji P Varkey

  DOI：10.1016/0277-5387(94)00389-v

  日期：1995.5

  diamines H2N(CH2)nNH2 (n = 2–3) with dicarboxylic acids in the presence of DCC (dicyclohexylcarbodiimide) and DMAP [4-(dimethylamino)pyridine] gave new types of 14–22-membered tetraamide macrocyclic ligands L1L10 which were characterized by element analysis and mass, IR and 1H NMR spectroscopic techniques. The complexes of these macrocyclic moieties with some transition metal ions have also been synthesized

  在DCC（二环己基碳二亚胺）和DMAP [4-（二甲基氨基）吡啶]存在下，脂肪族二胺H 2 N（CH 2）n NH 2（n = 2–3）与二羧酸的缩合反应产生了14-22的新类型-元大环四酰胺配位体L 1 L 10，其进行了表征通过元素分析和质谱，IR和1种1 H NMR光谱技术。这些大环部分与一些过渡金属离子的配合物也已经合成。这些配合物的键合模式和整体几何形状是通过UV-vis，IR，1推断的1 H NMR和ESR光谱技术以及摩尔电导和磁矩数据。对于[ML 1 Cl 2 ]-[ML 10 Cl 2 ]，建议在金属离子周围形成八面体的几何形状，其中M = Mn II，Fe II和Co II，而提出方形平面，扭曲的四面体和四面体几何形状对于[ML 1 ] Cl 2- [ML 10 ] Cl 2，M分别为M = Ni II，Cu II和Zn II。键合参数已从铜和钴配合物的ESR超精细结构中推导而来。