6533b830fe1ef96bd1297b97

RESEARCH PRODUCT

Quantitative characterization of the global electrophilicity power of common diene/dienophile pairs in Diels–Alder reactions

Luis R. DomingoPatricia PérezM. José AurellRenato Contreras

subject

Pericyclic reactionDienePolarity (physics)ChemistryOrganic ChemistryIonic bondingPhotochemistryBiochemistryCharacterization (materials science)chemistry.chemical_compoundComputational chemistryDrug DiscoveryElectrophileDiels alderDensity functional theory

description

Abstract The global electrophilicity power, ω, of a series of dienes and dienophiles commonly used in Diels–Alder reactions may be conveniently classified within a unique relative scale. Useful information about the polarity of transition state structures expected for a given reaction may be obtained from the difference in the global electrophilicity power, Δω, of the diene/dienophile interacting pair. Thus the polarity of the process can be related with non-polar (Δω small, pericyclic processes) and polar (Δω big, ionic processes) mechanisms.

yearjournalcountryeditionlanguage
2002-05-01Tetrahedron
https://doi.org/10.1016/s0040-4020(02)00410-6