Coupling of the Decarboxylation of 2-Cyano-2-phenylpropanoic Acid to Large-Amplitude Motions: A Convenient Fuel for an Acid-Base-Operated Molecular Switch
Coupling of the Decarboxylation of 2-Cyano-2-phenylpropanoic Acid to Large-Amplitude Motions: A Convenient Fuel for an Acid-Base-Operated Molecular Switch
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DOI：
10.1002/anie.201602594
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发表时间：
2016-06-06
影响因子：
16.6
通讯作者：
Di Stefano, Stefano
中科院分区：
文献类型：
--
作者：
Berrocal, Jose Augusto;Biagini, Chiara;Di Stefano, Stefano
当在1摩尔当量的由两个相同的大环组成的[2]索烃存在下进行时，2-氰基-2-苯基丙酸的脱羧是快速和定量的，所述大环在其主链中并入1，10-菲咯啉单元。当脱羧反应结束时，所有的索烃分子都经历了从中性到质子化索烃，再回到中性形式的大幅度运动，这样它们就准备好进行另一个循环。这项研究提供了第一个例子的循环操作的分子开关的唯一费用的能量供应的基板进行化学转化，而不求助于额外的刺激。
The decarboxylation of 2-cyano-2-phenylpropanoic acid is fast and quantitative when carried out in the presence of 1 molar equivalent of a [2]catenane composed of two identical macrocycles incorporating a 1,10-phenanthroline unit in their backbone. When decarboxylation is over, all of the catenane molecules have experienced large-amplitude motions from neutral to protonated catenane, and back again to the neutral form, so that they are ready to perform another cycle. This study provides the first example of the cyclic operation of a molecular switch at the sole expenses of the energy supplied by the substrate undergoing chemical transformation, without recourse to additional stimuli.