methyl 4,7,10,13,15,18,21,24-octaoxa-2(2,9)-phenanthrolina-1,3(1,4),14(1,3)-tribenzenacyclotetracosaphane-145-carboxylate | 1173194-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: methyl 4,7,10,13,15,18,21,24-octaoxa-2(2,9)-phenanthrolina-1,3(1,4),14(1,3)-tribenzenacyclotetracosaphane-145-carboxylate
• CAS: 1173194-18-7
• 化学式: C₄₄H₄₄N₂O₁₀
• 分子量: 760.841
• InChiKey: XCOLKKJTCLUSQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  56.0
• 可旋转键数：
  1.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  125.92
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  methyl 4,7,10,13,15,18,21,24-octaoxa-2(2,9)-phenanthrolina-1,3(1,4),14(1,3)-tribenzenacyclotetracosaphane-145-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 4,7,10,13,15,18,21,24-octaoxa-2(2,9)-phenanthrolina-1,3(1,4),14(1,3)-tribenzenacyclotetracosaphane-145-ylmethanol
  参考文献：
  名称：

  通过将Cu（i）模板合成与“点击”化学结合使用，在[2]邻苯二酚上引入有用的外围官能团†

  摘要：

  两种协议基于 铜（I）描述了模板合成和用于功能化[2]邻苯二酚合成的“点击”反应。一种简单的方法，涉及在高温下（70°C）的高稀释条件，可以高产率得到[2]带有两个相同外围基团的邻苯二酚。为了制备非对称功能化的[2]儿茶酚，开发了第二种更温和，更简单的方案，推广并扩展了该方法。将外围官能团引入到链烷结构中，开辟了使用[2]邻苯二酚作为构建更复杂结构的构建基的可能性。

  DOI：

  10.1039/b9nj00486f

文献信息

• “Click” Methodology for Synthesis of Functionalized [3]Catenanes: Toward Higher Interlocked Structures
  作者：Jackson D. Megiatto、David I. Schuster

  DOI：10.1002/chem.200900536

  日期：2009.5.25

  “Double Click” and it's locked: Copper(I)‐templated synthesis in conjunction with “click” chemistry has been applied in a straightforward manner for the preparation of functionalized [3]catenanes. This methodology allows the construction of higher interlocked architectures, including polymers and networks as well as electron donor–acceptor nanomaterials suitable for investigation of long‐range photoinduced

  “双击”已被锁定：铜（I）模板合成与“点击”化学结合已被直接用于制备功能化[3]邻苯二酚。这种方法学允许构建更高连锁的体系结构，包括聚合物和网络以及适用于研究长距离光致电子转移过程的电子供体-受体纳米材料。
• Convergent Synthesis and Photoinduced Processes in Multi-Chromophoric Rotaxanes
  作者：Jackson D. Megiatto、Ke Li、David I. Schuster、Amit Palkar、M. Ángeles Herranz、Luis Echegoyen、Silke Abwandner、Gustavo de Miguel、Dirk M. Guldi

  DOI：10.1021/jp101154k

  日期：2010.11.18

  A series of [2]rotaxane materials, in which [60]fullerene is linked to a macrocycle and ferrocene (Fc) moieties are placed at the termini of a thread, both of which possess a central Cu(I)-1,10-phenanthroline [Cu(phen)(2)](+) complex, were synthesized by self-assembly using Sauvage metal template methodology Two types of threads were constructed one with terminal ester linkages and a second with terminal 1,2,3-triazole linkages derived from Cu(I)-catalyzed "click' 1,3-cycloaddition reactions Model compounds lacking the fullerene moiety were prepared in an analogous manner The ability of the interlocked Fc-[Cu(phen)(2)](+)-C-60 hybrids to undergo electron transfer upon photoexcitation in benzonitrile, dichloromethane, and ortho-dichlorobenzene was investigated by means of time-resolved fluorescence and transient absorption spectroscopy, using excitation wavelengths directed at the fullerene and [Cu(phen)(2)](+) subunits The energies of the electronic excited states and charge separated (CS) states that might be formed upon photoexcitation were determined from spectroscopic and electrochemical data These studies showed that MLCT excited states of the copper complex in the fullerenerotaxanes were quenched by electron transfer to the fullerene in benzonitrile, resulting in charge separated states with oxidized copper and reduced fullerene moieties, (Fc)(2)-[Cu(phen)(2)](2+)-C-60 (-) Even though electron transfer from Fe to the oxidized copper complex is predicted to be exergonic by 0 16 to 0 20 eV, no unequivocal evidence in support of such a process was obtained The conclusion that Fe plays no role in the photoinduced processes in our systems rests on the lack of enhancement of the lifetime of the charge separated state, as measured by decay of C-60 (-) at similar to 1000 nm, since one-electron oxidized Fe is very difficult to detect spectroscopically in the 500-800 nm spectral region