One-step synthesis and cation-dependent redox properties of new ‘quinonoid macrocycles’ bearing ion-binding polyether moieties
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2069-2074
- https://doi.org/10.1039/p19860002069
Abstract
A one-step synthesis of novel macrocyclic quinonoid compounds bearing ion-binding polyether moieties, ‘quinonoid macrocycles,’ has been developed. By using an oxidative C–C coupling reaction as the ring-closure step, acyclic polyether precursors bearing hydroquinone dimethyl ether groups on both terminals were readily converted into new quinonoid macrocycles. The macrocycles obtained show characteristic cation-dependent redox properties very different from those of common quinonoid compounds. Since electrochemically reduced quinonoid macrocycles bind Li+ and other alkali metal cations more strongly than their neutral forms, their redox properties were effectively modified by adding these metal cations.Keywords
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