| 865485-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• CAS: 865485-25-2
• 化学式: C₇₈H₁₀₂N₆O₁₂
• 分子量: 1315.7
• InChiKey: DRNGECFDDNGNQS-BYPIBZRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.02
• 重原子数：
  96.0
• 可旋转键数：
  36.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  254.1
• 氢给体数：
  6.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  在 4-[CH=N-(2-NH₂-4,5-(OC₁₄H₂₉)2-Ph)]-2,3-(OH)2-benzaldehyde 作用下， 以 氯仿 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Mild and Selective Reduction of Imines:  Formation of an Unsymmetrical Macrocycle

  摘要：

  During investigations of 5, a [3 + 3] Schiff-base macrocycle with six imines, a partially reduced Schiff-base macrocycle, 6, possessing one CH2NH and five imine groups was obtained. Control experiments and deuterium labeling indicate that the macrocycle is reduced by a benzimidazoline generated during the reaction. Benzimidazolines may be convenient reagents for the mild and selective reduction of imines.

  DOI：

  10.1021/jo049197u
• 作为产物：
  描述：

  1,2-bis(hexyloxy)-4,5-diaminobenzene 以 氯仿 为溶剂， 生成
  参考文献：
  名称：

  可溶性共轭多齿大环的合成，结构与计算研究

  摘要：

  基于[3 + 3] Schiff碱缩合的共轭，形状持久的大环对于超分子材料非常重要。为了开发基于这些化合物的新的盘状液晶，已经制备了一系列具有不同长度的外围烷氧基的大环。寡聚中间体的分离已探究了合成方法和形成机理。一个大环的单晶X射线衍射研究显示了非平面的，强烈氢键的结构。令我们惊讶的是，即使具有非常长的取代基，大环也不是液晶的。从头算起已经合理化了，这表明大环正在经历二羟基二亚氨基苯环的旋转，这可能不允许稳定的盘状液晶相。

  DOI：

  10.1021/jo050742g

文献信息

• Heptametallic Bowl-Shaped Complexes Derived from Conjugated Schiff-Base Macrocycles:  Synthesis, Characterization, and X-ray Crystal Structures
  作者：Amanda J. Gallant、Jonathan H. Chong、Mark J. MacLachlan

  DOI：10.1021/ic060352s

  日期：2006.7.1

  The reaction of chelating conjugated macrocycles 1a-c with Zn(OAc)2 gives bowl-shaped heptanuclear Zn complexes featuring Zn in tetrahedral, octahedral, and square-pyramidal geometries. Crystallographic and NMR results indicate that vacant Zn coordination sites within the bowl may be accessed, suggesting that these coordination complexes may be used as mimics for Zn fingers and carbonic anhydrase.

  螯合共轭大环化合物1a-c与Zn（OAc）2的反应可得到碗形的七核Zn络合物，其特征为四面体，八面体和方形金字塔形的Zn。晶体学和NMR结果表明可以接近碗中的空的Zn配位点，表明这些配位配合物可以用作Zn指和碳酸酐酶的模拟物。
• Spontaneous Hierarchical Assembly of Crown Ether-like Macrocycles into Nanofibers and Microfibers Induced by Alkali-Metal and Ammonium Salts
  作者：Joseph K.-H. Hui、Peter D. Frischmann、Chien-Hsin Tso、Carl A. Michal、Mark J. MacLachlan

  DOI：10.1002/chem.200902712

  日期：2010.2.22

  Schiff base macrocycle 1, which has a crown ether like central pore, was combined with different alkali‐metal and ammonium salts in chloroform, resulting in one‐dimensional supramolecular aggregates. The ion‐induced self‐assembly was studied with solid‐state NMR spectroscopy, transmission electron microscopy (TEM), scanning electron microscopy (SEM), and atomic force microscopy (AFM). It was found

  Schiff碱大环化合物1具有像中心孔一样的冠醚，在氯仿中与不同的碱金属盐和铵盐结合，形成一维超分子聚集体。使用固态NMR光谱，透射电子显微镜（TEM），扫描电子显微镜（SEM）和原子力显微镜（AFM）对离子诱导的自组装进行了研究。发现上层结构的长度和宽度取决于盐的阳离子和抗衡阴离子。中所使用的盐，钠+和NH 4 +离子与BF 4 -离子显示出最令人印象深刻的纤维结构，其直径可达1μm，长度可达数百微米。另外，纤维的尺寸可以通过溶剂的蒸发速率来控制。制备了一个新的具有大三烯基取代基的大环化合物，可以防止超分子组装，并且当用TEM研究时，它没有在氯仿中显示任何带有碱金属离子的纳米纤维。
• Ion-Induced Tubular Assembly of Conjugated Schiff-Base Macrocycles
  作者：Amanda J. Gallant、Mark J. MacLachlan

  DOI：10.1002/anie.200352395

  日期：2003.11.10
• Capsule Formation, Carboxylate Exchange, and DFT Exploration of Cadmium Cluster Metallocavitands: Highly Dynamic Supramolecules
  作者：Peter D. Frischmann、Glenn A. Facey、Phuong Y. Ghi、Amanda J. Gallant、David L. Bryce、Francesco Lelj、Mark J. MacLachlan

  DOI：10.1021/ja910419h

  日期：2010.3.24

  A family of molecular heptacadmium carboxylate clusters templated inside [3 + 3] Schiff base macrocycles has been isolated and studied by variable temperature solution and solid-state NMR spectroscopy, single-crystal X-ray diffraction (SCXRD), and density functional theory (DFT) calculations. These metallocavitand cluster complexes adopt bowl-shaped structures, induced by metal coordination, giving rise to interesting host-guest and supramolecular phenomena. Specifically, dimerization of these metallocavitands yields capsules with vacant coordination and hydrogen-bonding sites accessible to encapsulated guests. Strong host-guest interactions explain the exceptionally high packing coefficient (0.80) observed for encapsulated N,N-dimethylformamide (DMF). The guest-accessible hydrogen-bonding sites arise from an unusual mu(3)-OH ligand bridging three cadmium ions. Thermodynamic and kinetic studies show that dimerization is an entropy-driven process with a highly associative mechanism. In DMF the exchange rate of peripheral cluster supporting carboxylate ligands is intrinsically linked to the rate of dimerization and these two seemingly different events have a common rate-determining step. Investigation of guest dynamics with solid-state H-2 NMR spectroscopy revealed 3-fold rotation of an encapsulated DMF molecule. These studies provide a solid understanding of the host-guest and dynamic properties of a new family of metallocavitands and may help in designing new supramolecular catalysts and materials.