methyl 4,7,10,12,15,18-hexaoxa-2(2,9)-phenanthrolina-1,3(1,4),11(1,3)-tribenzenacyclooctadecaphane-115-carboxylate | 209071-02-3

• 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 4,7,10,12,15,18-hexaoxa-2(2,9)-phenanthrolina-1,3(1,4),11(1,3)-tribenzenacyclooctadecaphane-115-carboxylate
• CAS: 209071-02-3
• 化学式: C₄₀H₃₆N₂O₈
• 分子量: 672.734
• InChiKey: XPHISZFMUVXNQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.17
• 重原子数：
  50.0
• 可旋转键数：
  1.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107.46
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 methyl 4,7,10,12,15,18-hexaoxa-2(2,9)-phenanthrolina-1,3(1,4),11(1,3)-tribenzenacyclooctadecaphane-115-carboxylate 、 以 二氯甲烷 、 乙腈 为溶剂， 以66%的产率得到
  参考文献：
  名称：

  Convergent Synthesis and Photoinduced Processes in Multi-Chromophoric Rotaxanes

  摘要：

  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

  DOI：

  10.1021/jp101154k

文献信息

• Copper(I)-templated synthesis of [2]catenates bearing pendant porphyrins
  作者：David B. Amabilino、Jean-Pierre Sauvage

  DOI：10.1039/a708756j

  日期：——

  favorise′ par des interactions d'empilement π–π, n'inhibe pas la pre′paration des cate′nates. En solution, la conformation des cate′nates semble grossièrement correspondre au sche′ma propose′, dans lequel les deux porphyrines sont situe′es de part et d'autre du coeur du cate′nate et dirige′es dans des directions oppose′es. Cette ge′ome′trie est en accord avec les e′tudes de RMN et de spectroscopie

  机械结合（但不共价）机械连接电子供体和受体卟啉的第一种[2] catenate的铜（I）模板合成，以及仅掺入供电子锌（II）卟啉的相关模型化合物的合成。通过首先构建包含2,9-二苯基-1,10-菲咯啉残基和侧链卟啉的大环化合物来进行制备。这些大环之一的异常聚集，并掺入了金（III）卟啉，已经观察到并且似乎是由π–π堆积相互作用驱动的，但事实证明对联苯酸酯的制备没有任何阻碍。溶液中链状酸酯的总体构象似乎与设想的设计近似，其中卟啉指向相反的侧面并横向远离连接酸盐的心脏，因为通过NMR或UV可见光无法检测到卟啉之间的相互作用光谱学。附连的锌（II）卟啉的存在抑制了模板化铜（I）离子从链状物中的去除，而当锌（II）离子不存在时可以得到游离的链状。Synthèsede [2]将porphyrines de poretrine de effet template de cuivre（I）进行分类。拉S