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Sonochemical cycloadditions of o-quinones. The search for a cation radical pathway

Record type: Article

Diels-Alder cycloadditions of an o-quinone monoketal with different furans, under argon, are considerably accelerated by ultrasonic irradiation. Moreover, these sonochemical reactions are regiospecific and proceed with a high diastereoselectivity. The results can be ascribed to the chemical role of ultrasounds which may favor a single electron transfer mechanism with respect to ionic or nonpolar pathways.

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Citation

Avalos, M., Babiano, R., Bravo, J. L., Cabello, N., Cintas, P., Hursthouse, M. B., Jimenez, J. L., Light, M. E. and Palacios, J. C. (2000) Sonochemical cycloadditions of o-quinones. The search for a cation radical pathway Tetrahedron Letters, 41, (21), pp. 4101-4105. (doi:10.1016/S0040-4039(00)00578-5).

More information

Published date: 29 May 2000
Keywords: cation radicals, diels-alder reactions, furans, o-quinones diels-alder reactions, benzoquinones, dimerization, dienophiles, cavitation, electron

Identifiers

Local EPrints ID: 18907
URI: http://eprints.soton.ac.uk/id/eprint/18907
ISSN: 0040-4039
PURE UUID: 275feb5d-a098-418d-bd0a-8bab8a91f565

Catalogue record

Date deposited: 15 Dec 2005
Last modified: 17 Jul 2017 16:34

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Contributors

Author: M. Avalos
Author: R. Babiano
Author: J. L. Bravo
Author: N. Cabello
Author: P. Cintas
Author: M. B. Hursthouse
Author: J. L. Jimenez
Author: M. E. Light
Author: J. C. Palacios

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