2,28-Dipropyl-6,9,12,15,18,21,24,32,35,38,41,44,47,50-tetradecaoxapentacyclo[27.23.0.03,27.05,25.031,51]dopentaconta-1,3,5(25),26,28,30,51-heptaene | 1186233-44-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,28-Dipropyl-6,9,12,15,18,21,24,32,35,38,41,44,47,50-tetradecaoxapentacyclo[27.23.0.03,27.05,25.031,51]dopentaconta-1,3,5(25),26,28,30,51-heptaene
• 英文别名: 2,28-dipropyl-6,9,12,15,18,21,24,32,35,38,41,44,47,50-tetradecaoxapentacyclo[27.23.0.03,27.05,25.031,51]dopentaconta-1,3,5(25),26,28,30,51-heptaene
• CAS: 1186233-44-2
• 化学式: C₄₄H₆₆O₁₄
• 分子量: 819.0
• InChiKey: UJMLUGCGZNWBKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  58
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  、 2,28-Dipropyl-6,9,12,15,18,21,24,32,35,38,41,44,47,50-tetradecaoxapentacyclo[27.23.0.03,27.05,25.031,51]dopentaconta-1,3,5(25),26,28,30,51-heptaene 、 4,30-Dipropyl-8,11,14,17,20,23,26,34,37,40,43,54,57,60,63-pentadecaoxa-45,52-diazaheptacyclo[31.30.0.03,31.05,29.07,27.044,53.046,51]trihexaconta-1,3,5,7(27),28,30,32,44,46,48,50,52-dodecaene 以 二氯甲烷 、 乙腈 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Monitoring Self-Sorting by Electrospray Ionization Mass Spectrometry: Formation Intermediates and Error-Correction during the Self-Assembly of Multiply Threaded Pseudorotaxanes

  摘要：

  Three binary pseudorotaxanes, which are based on two different secondary ammonium/crown ether binding motifs, have been studied by H-1 NMR and H-1,H-1 EXSY NMR experiments with respect to their thermodynamic stabilities and their axle exchange kinetics. The stability ranking does not follow the order of axle exchange rates, and the thermodynamically most stable axle-wheel combinations assemble only slowly On the basis of these binding motifs, a series of self-sorting systems have been studied ranging from simple four-component mixtures through sequence-specific pseudorotaxanes to multiply threaded complexes Because of the mismatch of kinetic and thermodynamic order, wrongly assembled structures are unavoidable, which require error-correction steps to yield the final thermodynamically controlled self-sorted products. These error-correction steps can easily be monitored by electrospray mass spectrometry, when a mixed-flow microreactor is coupled to the ion source to cover second time scales Self-assembly intermediates, wrongly assembled structures, and the final thermodynamic products can be simultaneously identified The determination of preferred assembly pathways as well as the formation of dead-end structures provides a clear picture of a rich kinetic behavior of the self-sorting systems under study

  DOI：

  10.1021/ja9101369

文献信息

• Monitoring Self-Sorting by Electrospray Ionization Mass Spectrometry: Formation Intermediates and Error-Correction during the Self-Assembly of Multiply Threaded Pseudorotaxanes
  作者：Wei Jiang、Andreas Schäfer、Parveen Choudhary Mohr、Christoph A. Schalley

  DOI：10.1021/ja9101369

  日期：2010.2.24

  Three binary pseudorotaxanes, which are based on two different secondary ammonium/crown ether binding motifs, have been studied by H-1 NMR and H-1,H-1 EXSY NMR experiments with respect to their thermodynamic stabilities and their axle exchange kinetics. The stability ranking does not follow the order of axle exchange rates, and the thermodynamically most stable axle-wheel combinations assemble only slowly On the basis of these binding motifs, a series of self-sorting systems have been studied ranging from simple four-component mixtures through sequence-specific pseudorotaxanes to multiply threaded complexes Because of the mismatch of kinetic and thermodynamic order, wrongly assembled structures are unavoidable, which require error-correction steps to yield the final thermodynamically controlled self-sorted products. These error-correction steps can easily be monitored by electrospray mass spectrometry, when a mixed-flow microreactor is coupled to the ion source to cover second time scales Self-assembly intermediates, wrongly assembled structures, and the final thermodynamic products can be simultaneously identified The determination of preferred assembly pathways as well as the formation of dead-end structures provides a clear picture of a rich kinetic behavior of the self-sorting systems under study