Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions
Author
dc.contributor.author
Pérez, Patricia
Author
dc.contributor.author
Domingo, Luis R.
Author
dc.contributor.author
Aurell, M. José
Author
dc.contributor.author
Contreras Ramos, Renato
Admission date
dc.date.accessioned
2018-12-20T14:26:54Z
Available date
dc.date.available
2018-12-20T14:26:54Z
Publication date
dc.date.issued
2003
Cita de ítem
dc.identifier.citation
Tetrahedron 59 (2003) 3117–3125
Identifier
dc.identifier.issn
00404020
Identifier
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10.1016/S0040-4020(03)00374-0
Identifier
dc.identifier.uri
https://repositorio.uchile.cl/handle/2250/156041
Abstract
dc.description.abstract
The global electrophilicity power, ω, of a series of dipoles and dipolarophiles commonly used in 1,3-dipolar cycloadditions may be conveniently classified within a unique relative scale. The effects of chemical substitution on the electrophilicity of molecules have been evaluated using a representative set of electron-withdrawing and electron-releasing groups for a series of dipoles including nitrone, nitrile oxide and azide derivatives. The absolute scale of electrophilicity is used to rationalize the chemical reactivity of these species as compared to the static reactivity pattern of the reagents involved in the Diels-Alder reactions