Variations in the fuel structure control the rate of the back and forth motions of a chemically fuelled molecular switch

被引：51

作者：

Biagini, Chiara ^{[1
,2
]}

Albano, Simone ^{[1
,2
]}

Caruso, Rachele ^{[1
,2
]}

Mandolini, Luigi ^{[1
,2
]}

Berrocal, Jose Augusto ^{[3
]}

Di Stefano, Stefano ^{[1
,2
]}

机构：

[1] Univ Roma La Sapienza, Dipartimento Chim, Ple A Moro 5, I-00185 Rome, Italy

[2] Univ Roma La Sapienza, Dipartimento Chim, Ist CNR Metodol Chim IMC, Sez Meccanismi Reaz, Ple A Moro 5, I-00185 Rome, Italy

[3] Eindhoven Univ Technol, Inst Complex Mol Syst, POB 513, NL-5600 MB Eindhoven, Netherlands

来源：

CHEMICAL SCIENCE | 2018年 / 9卷 / 01期

关键词：

ROTAXANES; MACHINES; DECARBOXYLATION; DRIVEN; CATALYSIS; UTILIZES; SHUTTLE; ALKENES; ACID;

D O I：

10.1039/c7sc04123c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This work deals with the use of 2-cyano-2-arylpropanoic acids as chemical fuels for an acid-base operated molecular switch that consists of a Sauvage-type catenand composed of two identical macrocycles incorporating a phenanthroline unit. When used as a base promoter of the decarboxylation of propanoic acid derivatives, the switch undergoes large amplitude motion from the neutral catenand to a protonated catenate and back again to the neutral state. The rate of back proton transfer, which determines the rate of the overall process, was markedly affected by para-substituents in the order Cl > H > CH3 > OCH3 ( rho = + 5.2). Thus, the time required to complete a full cycle was almost two days for the OCH3 derivative and dropped to a few minutes for the Cl derivative. These results show for the first time that the rate of operation of a molecular switch can be regulated by variations in the fuel structure.

引用

页码：181 / 188

页数：8

共 44 条

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