A Redox-Responsive Complex System Based on 2 D Shape-Persistent Cyclo[6]aramide and Ferrocenium

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• 作者：Long Chen ; Xiangyang Yuan ; Zixiao Wang ; Youran Luo ; Wei Huang ; Shuai Zhang ; Wenli Yuan ; Prof. Song Qin ; Prof. Guohong Tao and Prof. Lihua Yuan
• 刊名：Asian Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 2016
• 年：2016
• 卷：5
• 期：8
• 页码：966-970
• 全文大小：885K
• ISSN：2193-5815

文摘

Electrochemical stimuli-responsive systems via macrocyclic host–guest interactions are of practical significance in realizing functions of biological materials and synthetic molecular machines. In this study, a cyclo[6]aramide-ferrocenium (Fc⁺) recognition motif was demonstrated to be a novel redox-responsive system based on two-dimensional (2D) macrocycle in organic media, in which the host strongly binds the oxidized form Fc⁺ and shows no complexation towards the reduced form ferrocene. Results from cyclic voltammetric experiments clearly show the redox responsiveness of the claimed system, in sharp contrast to a control system based on an acyclic compound that contains the same number of introverted amide oxygens, highlighting the importance of the macrocyclic effect in the redox process. This study provides a rare example of using 2D hydrogen-bonded aromatic amide macrocycles to form a ferrocene-based redox-responsive inclusion complex and thus paves the way for future applications.