dibenzyl 16,16'-(2,2'-(anthracene-9,10-diylbis(oxy))bis(acetyl))bis(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7-carboxylate) | 128365-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dibenzyl 16,16'-(2,2'-(anthracene-9,10-diylbis(oxy))bis(acetyl))bis(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7-carboxylate)
• CAS: 128365-38-8
• 化学式: C₅₈H₇₄N₄O₁₆
• 分子量: 1083.24
• InChiKey: SIYIZLFASJMOKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.85
• 重原子数：
  78.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  192.0
• 氢给体数：
  0.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  dibenzyl 16,16'-(2,2'-(anthracene-9,10-diylbis(oxy))bis(acetyl))bis(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7-carboxylate) 在 氢溴酸 、 溶剂黄146 作用下， 反应 4.0h， 以61%的产率得到2-{10-[2-Oxo-2-(1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-ethoxy]-anthracen-9-yloxy}-1-(1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-ethanone
  参考文献：
  名称：

  Synthesis, Structural, Spectroscopic, and Alkali-Metal Cations Complexation Studies of a Bis-Anthracenediyl Macrotricyclic Ditopic Receptor

  摘要：

  The macrotricyclic bis-anthracenediyl receptor 1 has been prepared in order to study the interplay between cation complexation and fluorescence emission. The structure of this photoresponsive supramolecular system is based on two diazacrown ether moieties (N2O4) linked through two anthracene chromophore-containing flexible spacers. 1 displays a dual (locally excited and excimer-type) fluorescence emission, and the relative contribution (Phi(FE)/Phi(FM)) of these emissions is sensitive to metal cations. A spectroscopic study shows that the optical responses are dependent on the nature of the complexed cation, and the more pronounced effect is noticed with Rb+. X-ray crystallographic, photophysical, and binding studies confirm that two Rb+ cations are held within the hydrophilic N2O4 parts with participation of the four phenolic oxygen atoms to complexation, leading to the maximum overlap between the anthracene nuclei in both the ground and excited states. The mononuclear and binuclear rubidium complexes exhibit high stability constants in solution (K-1 = 6.0 x 105 M(-1); K-2 = 6.3 x 104 M(-1)) and a noncooperative behavior is observed. This new supramolecular system can thus be used for sensitive metal cation detection and recognition, especially for Rb+.

  DOI：

  10.1021/jo00097a030
• 作为产物：
  描述：

  7-(Benzyloxycarbonyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecan 、 9,10-anthracene-9,10-diyl-dioxy(diacetyl chloride) 在 三乙胺 作用下， 以 苯 为溶剂， 生成 dibenzyl 16,16'-(2,2'-(anthracene-9,10-diylbis(oxy))bis(acetyl))bis(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7-carboxylate)
  参考文献：
  名称：

  Synthesis, Structural, Spectroscopic, and Alkali-Metal Cations Complexation Studies of a Bis-Anthracenediyl Macrotricyclic Ditopic Receptor

  摘要：

  The macrotricyclic bis-anthracenediyl receptor 1 has been prepared in order to study the interplay between cation complexation and fluorescence emission. The structure of this photoresponsive supramolecular system is based on two diazacrown ether moieties (N2O4) linked through two anthracene chromophore-containing flexible spacers. 1 displays a dual (locally excited and excimer-type) fluorescence emission, and the relative contribution (Phi(FE)/Phi(FM)) of these emissions is sensitive to metal cations. A spectroscopic study shows that the optical responses are dependent on the nature of the complexed cation, and the more pronounced effect is noticed with Rb+. X-ray crystallographic, photophysical, and binding studies confirm that two Rb+ cations are held within the hydrophilic N2O4 parts with participation of the four phenolic oxygen atoms to complexation, leading to the maximum overlap between the anthracene nuclei in both the ground and excited states. The mononuclear and binuclear rubidium complexes exhibit high stability constants in solution (K-1 = 6.0 x 105 M(-1); K-2 = 6.3 x 104 M(-1)) and a noncooperative behavior is observed. This new supramolecular system can thus be used for sensitive metal cation detection and recognition, especially for Rb+.

  DOI：

  10.1021/jo00097a030