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- Publisher
- Wiley
- Copyright
- © 2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
- ISSN
- 2193-5807
- eISSN
- 2193-5815
- DOI
- 10.1002/ajoc.201600161
- Publisher site
- See Article on Publisher Site
Abstract
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.
Journal
Asian Journal of Organic Chemistry – Wiley
Published: Aug 1, 2016
Keywords: ; ; ; ;