The Hydrolysis of the Anhydride of 2-Cyano-2-phenylpropanoic Acid Triggers the Repeated Back and Forth Motions of an Acid-Base Operated Molecular Switch
The Hydrolysis of the Anhydride of 2-Cyano-2-phenylpropanoic Acid Triggers the Repeated Back and Forth Motions of an Acid-Base Operated Molecular Switch
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DOI：
10.1002/chem.201904048
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发表时间：
2019-11-04
影响因子：
4.3
通讯作者：
Di Stefano, Stefano
中科院分区：
文献类型：
--
作者：
Biagini, Chiara;Capocasa, Giorgio;Di Stefano, Stefano
这项工作旨在使基于索烷的分子开关的逐步操作在现象学上变得自主，该分子开关是由 2-氰基-2-苯基丙酸 (2) 脱羧化学触发的。考虑到相对于索烯化学计量过量的任何量的 2 都会在副反应中被消耗，作者求助于相应的酸酐 5，由于二氯甲烷中的外来水，其缓慢水解，连续地原位产生实际燃料 2。因此，机器不需要在每个循环后重新加载，而是只要存在燃料就可以来回切换。
This work aimed to render phenomenologically autonomous the otherwise stepwise operation of a catenane-based molecular switch, which is chemically triggered by the decarboxylation of 2-cyano-2-phenylpropanoic acid (2). Given that any amount of 2 in stoichiometric excess with respect to the catenane is consumed in a side reaction, the authors resorted to the corresponding anhydride 5, the slow hydrolysis of which, due to adventitious water in dichloromethane, continuously produces in situ the actual fuel 2. As a consequence, the machine does not require a reloading after each cycle, but switches back and forth as long as fuel is present.