[5-Nitro-2-[4-nitro-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-16-carbonyl)phenyl]phenyl]-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)methanone | 710327-95-0

• 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: [5-Nitro-2-[4-nitro-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-16-carbonyl)phenyl]phenyl]-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)methanone
• 英文别名: [5-nitro-2-[4-nitro-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-16-carbonyl)phenyl]phenyl]-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)methanone
• CAS: 710327-95-0
• 化学式: C₃₈H₅₄N₄O₁₆
• 分子量: 822.864
• InChiKey: GWBAQILCPPAOSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  58
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  225
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 [5-Nitro-2-[4-nitro-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-16-carbonyl)phenyl]phenyl]-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)methanone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以50%的产率得到[5-(Dimethylamino)-2-[4-(dimethylamino)-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-16-carbonyl)phenyl]phenyl]-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)methanone
  参考文献：
  名称：

  Conformationally regulated fluorescent sensors. Study of the selectivity in Zn 2+ versus Cd 2+ sensing

  摘要：

  The Zn2+ and Cd2+ complexing properties of four ligands containing a 4,4'-substituted biphenyl moiety are described. Ligands I and 3. containing only one 1-aza-18-crown-6 cavity, lead to selective complexation of Cd2+ versus Zn2+. Ligand 4, with two crown cavities linked to a tetramethylbenzidine unit, is able to form 1:1 complexes with Zn2+ and Cd2+, showing a higher complexing constant with Zn2+ than with Cd2+ probably due to enthalpic factors. Several complementary experiments suggest that the 1:1 complexes formed by ligand 4 involve both crown cavities acting together to give rise to clamp structures. The formation of this type of zinc complex gives rise to red shifted emission bands and distinct quenching of the fluorescence. A similar situation is observed with cadmium but the change is then less pronounced. When mixtures of both salts are used, ligand 4 selectively responds to zinc. Finally, ligand 2, which also has two crown cavities but contains nitro rather than amino groups in the biphenyl moiety, shows no propensity to form clamp complexes and, for this reason, it complexes cadmium much more strongly than zinc and binds the former selectively when mixtures of both salts are used in complexing experiments. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.075
• 作为产物：
  描述：

  4,4'-二硝基-1,1'-联苯-2,2'-二羧酸 在 氯化亚砜 、 三乙胺 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 [5-Nitro-2-[4-nitro-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecane-16-carbonyl)phenyl]phenyl]-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)methanone
  参考文献：
  名称：

  联苯衍生的双（冠醚）：萃取和电化学性质

  摘要：

  在提取和运输实验中已使用了在2,2'位衍生自含4,4'-二硝基联苯的氮杂冠腔的配体。用仅包含一个络合腔的系统进行的对照实验表明，在上述配体中形成夹心型络合物的能力不仅增加了提取，而且还增加了通过液膜的转运。萃取研究还表明，存在于膜中的复合物相对于两个配体具有1：1的化学计量。电化学研究也已经进行。包含两个络合腔的配体在电化学条件下能够产生2：1的络合物。

  DOI：

  10.1016/j.tet.2004.03.065

文献信息

• Bis(crown ethers) derived from biphenyl: extraction and electrochemical properties
  作者：Ana M. Costero、Joaquin Sanchis、Sergio Peransi、Salvador Gil、Vicente Sanz、Antonio Domenech

  DOI：10.1016/j.tet.2004.03.065

  日期：2004.5

  Ligands derived from 4,4′-dinitrobiphenyl containing azacrown cavities in the 2,2′ position have been used in extraction and transport experiments. Control experiments with a system containing only one complexing cavity have demonstrated that the capability of forming a sandwich-type complex in the aforementioned ligand not only increases extraction but also the transport across a liquid membrane.

  在提取和运输实验中已使用了在2,2'位衍生自含4,4'-二硝基联苯的氮杂冠腔的配体。用仅包含一个络合腔的系统进行的对照实验表明，在上述配体中形成夹心型络合物的能力不仅增加了提取，而且还增加了通过液膜的转运。萃取研究还表明，存在于膜中的复合物相对于两个配体具有1：1的化学计量。电化学研究也已经进行。包含两个络合腔的配体在电化学条件下能够产生2：1的络合物。
• Conformationally regulated fluorescent sensors. Study of the selectivity in Zn 2+ versus Cd 2+ sensing
  作者：Ana M. Costero、Salvador Gil、Joaquı́n Sanchis、Sergio Peransı́、Vicente Sanz、J.A. Gareth Williams

  DOI：10.1016/j.tet.2004.05.075

  日期：2004.7

  The Zn2+ and Cd2+ complexing properties of four ligands containing a 4,4'-substituted biphenyl moiety are described. Ligands I and 3. containing only one 1-aza-18-crown-6 cavity, lead to selective complexation of Cd2+ versus Zn2+. Ligand 4, with two crown cavities linked to a tetramethylbenzidine unit, is able to form 1:1 complexes with Zn2+ and Cd2+, showing a higher complexing constant with Zn2+ than with Cd2+ probably due to enthalpic factors. Several complementary experiments suggest that the 1:1 complexes formed by ligand 4 involve both crown cavities acting together to give rise to clamp structures. The formation of this type of zinc complex gives rise to red shifted emission bands and distinct quenching of the fluorescence. A similar situation is observed with cadmium but the change is then less pronounced. When mixtures of both salts are used, ligand 4 selectively responds to zinc. Finally, ligand 2, which also has two crown cavities but contains nitro rather than amino groups in the biphenyl moiety, shows no propensity to form clamp complexes and, for this reason, it complexes cadmium much more strongly than zinc and binds the former selectively when mixtures of both salts are used in complexing experiments. (C) 2004 Elsevier Ltd. All rights reserved.