3,4:11,12-dibenzo-2,5,10,13-tetraoxo-1,6,9,14-tetraazacyclohexadecane | 155306-79-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 3,4:11,12-dibenzo-2,5,10,13-tetraoxo-1,6,9,14-tetraazacyclohexadecane
• 英文别名: dibenzo [c,k] [1,6,9,14] tetraazacyclohexadecane [2,5,10,13]tetraone；dibenzo[c,k][1,6,9,14]tetraazacyclohexadecane[2,5,10,13]tetraone；dibenzo{c,k}{1,6,9,14}tetraazacyclohexadecane-2,5,10,13-tetraone；3,6,15,18-Tetrazatricyclo[18.4.0.08,13]tetracosa-1(24),8,10,12,20,22-hexaene-2,7,14,19-tetrone
• CAS: 155306-79-9
• 化学式: C₂₀H₂₀N₄O₄
• 分子量: 380.403
• InChiKey: MTIHIOQLWQKNJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  3,4:11,12-dibenzo-2,5,10,13-tetraoxo-1,6,9,14-tetraazacyclohexadecane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 56.0h， 生成 1,6,9,14-tetraazacyclohexadecane
  参考文献：
  名称：

  Shakir, Mohammad; Varkey, Saji P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1995, vol. 34, # 5, p. 355 - 359

  摘要：

  DOI：
• 作为产物：
  描述：

  乙二胺 、 邻苯二甲酸 以 1,4-二氧六环 为溶剂， 反应 12.0h， 生成 3,4:11,12-dibenzo-2,5,10,13-tetraoxo-1,6,9,14-tetraazacyclohexadecane
  参考文献：
  名称：

  Siddiqi, Zafar Ahmad; Mathew; Shadab, Shah Mohammad, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2005, vol. 44, # 2, p. 277 - 285

  摘要：

  DOI：

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。
• Synthesis of anovel 16-membered tetrapeptide macrocycle, dibenzo[c,k] [1,6,9,14]tetra-aza cyclohexadecane[2,5,10,13]tetraone. Electrochemical evidence for the stability of +1 oxidation state of cobalt and copper
  作者：Zafar Ahmed Siddiqi、Viji Jacob Mathew

  DOI：10.1016/s0277-5387(00)81687-3

  日期：1994.1

  The title ligand, a 16-membered tetrapeptide macrocycle (L), has been obtained from the reaction of 1,2-diaminoethane and phthalic anhydride in dioxane, and characterized by physicochemical methods. Complexes with the stoichiometry [CoLCl]Cl and [CuLCl2] were obtained from the interaction of the macrocyclic ligand with the corresponding metal salts. The [CoLCl]Cl complex is a low-spin square pyramid, with possible existence of spin cross-over point at room temperature, whereas [CuLCl2] contains octahedral geometry. The cyclic voltammetric studies are consistent with the formation of a reversible redox couple (Cu(II) half arrow right over half arrow left Cu(I); E0 = -0.48 V) for [CuLCl2], whereas irreversible reduction (Co(II)-->Co(I)) is indicated for the [CoLCl]Cl complex in DMSO solution. These facts are rationalized in terms of the large cavity size of the macrocyclic ligand.