6533b835fe1ef96bd129f5d1
RESEARCH PRODUCT
Quantitative characterization of the global electrophilicity pattern of some reagents involved in 1,3-dipolar cycloaddition reactions
M. José AurellRenato ContrerasLuis R. DomingoPatricia Pérezsubject
chemistry.chemical_classificationNitrileOrganic ChemistryPhotochemistryBiochemistryNitronechemistry.chemical_compoundchemistryComputational chemistryReagentDrug DiscoveryElectrophile13-Dipolar cycloadditionMoleculeReactivity (chemistry)Azidedescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2003-04-01 | Tetrahedron |