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Electrophilicity and Nucleophilicity Index for Radicals

Organic Letters · 2007 · Vol. 9(14) · pp. 2721–2724

Freija De Vleeschouwer✉(Vrije Universiteit Brussel)Véronique Van Speybroeck(Vrije Universiteit Brussel)Michel Waroquier(Vrije Universiteit Brussel)Paul Geerlings(Vrije Universiteit Brussel)Frank De Proft(Ghent University)

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Abstract

Radicals can be regarded as electrophilic/nucleophilic, depending on their tendency to attack sites of relatively higher/lower electron density. In this paper, an electrophilicity scale, global as well as local, and a nucleophilicity scale for 35 radicals is reported. The global electrophilicity scale correlates well with the nucleophilicity scale, suggesting that these concepts are inversely related.

Chemical Reaction Mechanisms Molecular Junctions and Nanostructures Organic Chemistry Cycloaddition ReactionsElectrophileNucleophileChemistryRadicalScale (ratio)Computational chemistryPhotochemistryOrganic chemistryCatalysisPhysics

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