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A Redox‐Responsive Complex System Based on 2 D Shape‐Persistent Cyclo[6]aramide and Ferrocenium
Author(s) -
Chen Long,
Yuan Xiangyang,
Wang Zixiao,
Luo Youran,
Huang Wei,
Zhang Shuai,
Yuan Wenli,
Qin Song,
Tao Guohong,
Yuan Lihua
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600161
Subject(s) - chemistry , ferrocene , redox , amide , electrochemistry , combinatorial chemistry , stereochemistry , organic chemistry , electrode
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.