| 1002762-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1002762-22-2
• 化学式: C₁₂H₁₉NO*F₆P*H
• 分子量: 339.261
• InChiKey: ZKCMFUCBAJRLDX-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.26
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  、 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 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

• Binding of secondary dialkylammonium salts by pyrido-21-crown-7
  作者：Chuanju Zhang、Kelong Zhu、Shijun Li、Jinqiang Zhang、Feng Wang、Ming Liu、Ning Li、Feihe Huang

  DOI：10.1016/j.tetlet.2008.09.110

  日期：2008.11

  Pyrido-21-crown-7 (P21C7) has been synthesized and shown to form [2]pseudorotaxanes spontaneously with secondary dialkylammonium ions. These complexes are stronger than their benzo-21-crown-7 counterparts and much stronger than their dibenzo-24-crown-8 counterparts. Based on this new P21C7/secondary dialkylammonium salt recognition motif, a [2]rotaxane terminated by phenyl groups as stoppers has been successfully

  已合成Pyrido-21-crown-7（P21C7），并显示其与仲二烷基铵离子自发形成[2]假轮烷。这些配合物比其苯并21冠7对应物更强，并且比其二苯并24冠8对应物更强。基于此新的P21C7 /仲二烷基铵盐识别基序，已成功使用穿线接着塞技术构建了以苯基为终止基的[2]轮烷。
• Templated versus non-templated synthesis of benzo-21-crown-7 and the influence of substituents on its complexing properties
  作者：Wei Jiang、Christoph A Schalley

  DOI：10.3762/bjoc.6.14

  日期：——

  Two procedures for the synthesis of benzo-21-crown-7 have been explored. The [1+1] macrocyclization with KBF₄ as the template was found to be more efficient than the intramolecular macrocyclization without template. Pseudorotaxanes form with secondary ammonium ions bearing at least one alkyl chain narrow enough to slip into the crown ether. Substitution on benzo-21-crown-7 or on the secondary ammonium axle alters the binding affinity and binding mode. Compared to dibenzo-24-crown-8, the complexing properties of benzo-21-crown-7 turn out to be more susceptible to modifications at the crown periphery.

  已探索了合成苯-21-冠-7的两种方法。发现使用KBF₄作为模板的[1+1]大环化比不使用模板的分子内大环化更有效。伪轮烷与至少带有一个足够窄以滑入冠醚的烷基链的次级铵离子形成。对苯-21-冠-7或次级铵轴上的取代会改变结合亲和力和结合方式。与二苯-24-冠-8相比，苯-21-冠-7的络合性质更容易受到冠周边的修饰的影响。
• Benzo-21-Crown-7/Secondary Dialkylammonium Salt [2]Pseudorotaxane- and [2]Rotaxane-Type Threaded Structures
  作者：Chuanju Zhang、Shijun Li、Jinqiang Zhang、Kelong Zhu、Ning Li、Feihe Huang

  DOI：10.1021/ol702510c

  日期：2007.12.1

  We demonstrate that secondary dialkylammonium salts can thread through the cavity of benzo-21-crown-7 to form [2]pseudorotaxanes with binding constants (527-1062 M-1 in acetone) higher than the corresponding values (135-261 M-1 in acetone) of the analogous complexes with their traditionally used host, dibenzo-24-crown-8. Based on this new benzo-21-crown-7/secondary dialkylammonium salt recognition motif, a [2]rotaxane was successfully prepared. The formation of these threaded structures was confirmed by proton NMR spectroscopy, electrospray ionization mass spectrometry, and X-ray single crystal analysis.