Abstract
Redox-active crown ethers arise from a simple idea. In an equimolar solution of benzoquinone and 18-crown-6 no relationship would exist between the redox state of the quinone moiety on one hand and the ion binding state of the crowns on the other. If the quinone group is incorporated into the crown ether, however, the reactivity of the quinone would influence that of the crown, and vice versa. The two reactions - electron transfer and ion binding - are now coupled.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
Wolf, R. E., Jr.; Cooper, S. R. J. Am. Chem. Soc. 1984, 106, 4646.
Sugihara, K.; Kamiya, H.; Yamaguchi, M.; Kaneda, T.; Misumi, S. Tetrahedron Lett. 1981, 22, 1619.
Delgado, M.; Gustowski, D. A.; Yoo, H. K.; Gatto, V. J.; Gokel, G. W.; Echegoyen, L. J. Am. Chem. Soc. 1988,110, 119 and references therein.
Bock, H.; Hierholzer, B.; Vogtle, F.; Hollmann, G. Angew. Chem., Int. Ed. Engl. 1984, 23, 57.
To date there is no evidence for interaction of the O atom in the 4 position with any alkali metal ion.
Ackman, R. G.; Brown, W. H.; Wright, G. F. Org. Chem. 1955,20, 1147; see also: Healy, M. de Sousa; Rest, A. J. J. Chem. Soc., Perkin Trans. 1985, 973.
Kobuke, Y.; Hanji, K.; Horiguchi, K.; Asada, M.; Nakayama, Y.; Furukawa, J. J. Am. Chem. Soc. 1976, 98, 7414.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1990 Plenum Press, New York
About this chapter
Cite this chapter
Cooper, S.R. (1990). Redox Active Crowns: Towards the Second Generation. In: Atwood, J.L. (eds) Inclusion Phenomena and Molecular Recognition. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-0603-0_17
Download citation
DOI: https://doi.org/10.1007/978-1-4613-0603-0_17
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4612-7887-0
Online ISBN: 978-1-4613-0603-0
eBook Packages: Springer Book Archive