首页> 外文期刊>Chemistry: A European journal >Active Esters as Pseudostoppers for Slippage Synthesis of [2]Pseudorotaxane Building Blocks: A Straightforward Route to Multi-Interlocked Molecular Machines
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Active Esters as Pseudostoppers for Slippage Synthesis of [2]Pseudorotaxane Building Blocks: A Straightforward Route to Multi-Interlocked Molecular Machines

机译:活性酯作为用于[2]假轮烷构建基的滑移合成的假终止剂:通向多连锁分子机器的直接途径

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摘要

The efficient synthesis and very easy isolation of dibenzo[24] crown-8-based [2]pseudorotaxane building blocks that contain an active ester motif at the extremity of the encircled molecular axle and an ammonium moiety as a template for the dibenzo[24]crown-8 is reported. The active ester acts both as a semistopper for the [2] pseudorotaxane species and as an extensible extremity. Among the various investigated active ester moieties, those that allow for the slippage process are given particular focus because this strategy produces fewer side products. Extension of the selected N-hydroxysuccinimide ester based pseudorotaxane building block by using either a mono-or a diamino compound, both containing a triazolium moiety, is also described. These provide a pH-dependent two-station [2]rotaxane molecular machine and a palindromic [3] rotaxane molecular machine, respectively. Molecular machinery on both interlocked compounds through variation of pH was studied and characterized by means of NMR spectroscopy.
机译:有效合成和非常容易地分离基于二苯并[24]基于Crown-8的[2]假轮烷结构单元,该结构单元在环绕的分子轴的末端包含一个活性酯基序,并以铵部分作为二苯并[24]的模板皇冠8报告。活性酯既充当[2]假轮烷物种的半封闭剂,又充当可扩展的末端。在研究的各种活性酯部分中,考虑到滑移过程的活性酯部分特别受关注,因为这种策略产生的副产物较少。还描述了通过使用均包含三唑鎓部分的单-或二氨基化合物来扩展所选的基于N-羟基琥珀酰亚胺酯的假轮烷构件。这些分别提供了pH依赖的两工位[2]轮烷分子机器和回文[3]轮烷分子机器。研究了两种互锁化合物通过改变pH值的分子机理,并通过NMR光谱进行了表征。

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