4',5''-dinitro-DB24C8 | 198695-69-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4',5''-dinitro-DB24C8
• 英文别名: 2,17-Dinitro-6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[B,N][1,4,7,10,13,16,19,22]octaoxacyclotetracosine；14,31-dinitro-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene
• CAS: 198695-69-1
• 化学式: C₂₄H₃₀N₂O₁₂
• mdl: MFCD00518639
• 分子量: 538.508
• InChiKey: XMOQOCCSHDPHBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  38
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  166
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4',5''-dinitro-DB24C8 在 palladium on activated charcoal 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 12.0h， 生成
  参考文献：
  名称：

  Structure−Function Relationship of Amino Acid−[2]Rotaxanes

  摘要：

  Synthetic methodology was developed to construct amino acid-[2]rotaxanes that have phenylalanine and 3,5-di-tert-butylbenzene as blocking groups and dibenzo-24-crown-8, derivatized with either N-acetylargininyl or a carboxylic group, as the ring. A relative measure of the intramolecular interaction energies between the functional groups in DMSO/water mixtures is obtained by comparing their pK(a) values. Rotaxane structures were investigated through 2D NMR analysis and molecular dynamics simulations. Association constants for complexes of amino acids and rotaxanes in various protonation states were determined in a variety of solvent systems by H-1 NMR analysis. The unique intracomponent interactions that exist in the rotaxanes and their ability to act as artificial receptors are discussed.

  DOI：

  10.1021/jo026530q
• 作为产物：
  描述：

  二苯并-24-冠醚-8 在 硝酸 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 1.0h， 以95%的产率得到4',5''-dinitro-DB24C8
  参考文献：
  名称：

  Structure−Function Relationship of Amino Acid−[2]Rotaxanes

  摘要：

  Synthetic methodology was developed to construct amino acid-[2]rotaxanes that have phenylalanine and 3,5-di-tert-butylbenzene as blocking groups and dibenzo-24-crown-8, derivatized with either N-acetylargininyl or a carboxylic group, as the ring. A relative measure of the intramolecular interaction energies between the functional groups in DMSO/water mixtures is obtained by comparing their pK(a) values. Rotaxane structures were investigated through 2D NMR analysis and molecular dynamics simulations. Association constants for complexes of amino acids and rotaxanes in various protonation states were determined in a variety of solvent systems by H-1 NMR analysis. The unique intracomponent interactions that exist in the rotaxanes and their ability to act as artificial receptors are discussed.

  DOI：

  10.1021/jo026530q

文献信息

• Adjustable chiral self-sorting and self-discriminating behaviour between diamond-like Tröger's base-linked cryptands
  作者：Yuan Chen、Cheng Qian、Qian Zhao、Ming Cheng、Xinran Dong、Yue Zhao、Juli Jiang、Leyong Wang

  DOI：10.1039/c9cc03577j

  日期：——

  Two isomers of Tröger's base-linked cryptands 5a and 5b were synthesized, and both of them have two chiral N-centers, exhibiting rare diamond-like scaffolds. Particularly, when growing from the solution of rac-5a, a single enantiomer RNRN-5a was found in the crystal cell, revealing chiral self-sorting behaviour. However, when adding CF3COOH to protonate Tröger's base in the solution of rac-5a, two

  合成了Tröger碱基连接的穴状配体5a和5b的两个异构体，它们都具有两个手性N中心，表现出稀有的类金刚石骨架。特别地，当从rac - 5a的溶液中生长时，在晶体细胞中发现单个对映异构体R N R N -5a，这表明手性自分选行为。但是，当在rac - 5a溶液中将CF 3 COOH添加到质子化Tröger碱中时，两个对映异构体在晶胞中成对形成，表现出手性自识别行为。
• ——
  作者：A. D. Grebenyuk、S. A. Andreev、I. A. Stempnevskaya、M. G. Levkovich、A. K. Tashmukhamedova

  DOI：10.1023/a:1017530731688

  日期：——
• KOTLYAR, S. A.;GORODNYUK, V. P., ANAL. KONTROL V PR-BE MONOMEROV, M.,(1989) S. 21-27
  作者：KOTLYAR, S. A.、GORODNYUK, V. P.

  DOI：——

  日期：——
• Structure−Function Relationship of Amino Acid−[2]Rotaxanes
  作者：Inese Smukste、David B. Smithrud

  DOI：10.1021/jo026530q

  日期：2003.4.1

  Synthetic methodology was developed to construct amino acid-[2]rotaxanes that have phenylalanine and 3,5-di-tert-butylbenzene as blocking groups and dibenzo-24-crown-8, derivatized with either N-acetylargininyl or a carboxylic group, as the ring. A relative measure of the intramolecular interaction energies between the functional groups in DMSO/water mixtures is obtained by comparing their pK(a) values. Rotaxane structures were investigated through 2D NMR analysis and molecular dynamics simulations. Association constants for complexes of amino acids and rotaxanes in various protonation states were determined in a variety of solvent systems by H-1 NMR analysis. The unique intracomponent interactions that exist in the rotaxanes and their ability to act as artificial receptors are discussed.