(((((((1,10-phenanthroline-2,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate) | 1173194-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (((((((1,10-phenanthroline-2,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)
• CAS: 1173194-16-5
• 化学式: C₅₀H₅₂N₂O₁₂S₂
• 分子量: 937.101
• InChiKey: AZAODOLFHRQWRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.37
• 重原子数：
  66.0
• 可旋转键数：
  26.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  167.9
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  (((((((1,10-phenanthroline-2,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate) 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以93%的产率得到diazidophenanthroline
  参考文献：
  名称：

  Optimizing reaction conditions for synthesis of electron donor-[60]fullerene interlocked multiring systems

  摘要：

  通过基于 Cu(I)-template 合成和 "点击 "化学的简单一锅程序，开发出了制备一系列带有电子供体和电子受体（[60]富勒烯）亚基的轮烷和卡替烷的反应条件。

  DOI：

  10.1039/c0jm02154g
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 在 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 (((((((1,10-phenanthroline-2,9-diyl)bis(4,1-phenylene))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)
  参考文献：
  名称：

  卟啉-多炔[3]-和[5]轮烷

  摘要：

  卟啉-聚炔[3]-和[5]轮烷是通过将醛-轮烷与吡咯或二吡咯甲烷缩合而合成的。[3]轮烷的晶体结构表明，大环具有紧密的构象，将己炔保持在卟啉核附近，并且菲咯啉单元在固体中形成了分子间π堆积的二聚体。荧光光谱揭示了单态激发态能量从带线的己炔到卟啉，从菲咯啉到卟啉以及从菲咯啉到己炔的转移。

  DOI：

  10.1021/acs.orglett.6b03528

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。
• [2]Catenanes Decorated with Porphyrin and [60]Fullerene Groups: Design, Convergent Synthesis, and Photoinduced Processes
  作者：Jackson D. Megiatto、David I. Schuster、Silke Abwandner、Gustavo de Miguel、Dirk M. Guldi

  DOI：10.1021/ja910149f

  日期：2010.3.24

  A new class of [2]catenanes containing zinc(II)-porphyrin (ZnP) and/or [60]fullerene (C-60) as appended groups has been prepared. A complete description of the convergent synthetic approach based on Cu(I) template methodology and "click" 1,3-dipolar cycloaddition chemistry is described. This new electron donor-acceptor catenane family has been subjected to extensive spectroscopic, computational, electrochemical and photophysical studies. H-1 NMR spectroscopy and computational analysis have revealed that the ZnP-C-60-[2]catenane adopts an extended conformation with the chromophores as far as possible from each other. A detailed photophysical investigation has revealed that upon irradiation the ZnP singlet excited state initially transfers energy to the (phenanthroline)(2)-Cu(I) complex core, producing a metal-to-ligand charge transfer (MLCT) excited state, which in turn transfers an electron to the C-60 group, generating the ZnP-[Cu(phen)(2)](2+)-C-60(center dot-) charge-separated state. A further charge shift from the (Cu(phen)(2)](2+) complex to the ZnP subunit, competitive with decay to the ground state, leads to the isoenergetic long distance ZnP center dot+-[Cu(phen)(2)](+)-C-60(center dot-) charge-separated radical pair state, which slowly decays back to the ground state on the microsecond time scale. The slow rate of back-electron transfer indicates that in this interlocked system, as in previously studied covalently linked ZnP-C-60 hybrid materials, this process occurs in the Marcus-inverted region.