Empirical energy-density relationships for the analysis of substituent effects in chemical reactivity

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dc.contributor.authorPérez, P
dc.contributor.authorSimón-Manso, Y
dc.contributor.authorAizman, A
dc.contributor.authorFuentealba, P
dc.contributor.authorContreras, R
dc.date.accessioned2025-01-21T01:31:23Z
dc.date.available2025-01-21T01:31:23Z
dc.date.issued2000
dc.description.abstractElectronic substituent effects may be rationalized in terms of Hammett-like linear relationships between global energy-dependent quantities and local electronic descriptors of reactivity. These linear relationships are framed on a local hard and soft acids and bases (HSAB) principle in accord with previous results reported by Li and Evens [J. Am. Chem Sec. 1995, 117, 7756]. Chemical substitution is indirectly assessed as local responses at the active center of the substrate, with the Fukui function and local softness as the key quantities within the present approach. This model of chemical substitution has a potential advantage with respect to models based on group properties using the electronegativity equalization principle (EEP), since the transferability of group properties is not required. The formalism is illustrated for the gas-phase basicity of alkylamines, and the gas-phase acidity of alkyl alcohols and alkyl thioalcohols. Our results based on the local HSAB rule agree a ell with those obtained from group properties analysis based on the EEP, suggesting that bath empirical rules consistently complement each other.
dc.fuente.origenWOS
dc.identifier.issn0002-7863
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/97051
dc.identifier.wosidWOS:000087118100028
dc.issue.numero19
dc.language.isoen
dc.pagina.final4762
dc.pagina.inicio4756
dc.revistaJournal of the american chemical society
dc.rightsacceso restringido
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleEmpirical energy-density relationships for the analysis of substituent effects in chemical reactivity
dc.typeartículo
dc.volumen122
sipa.indexWOS
sipa.trazabilidadWOS;2025-01-12
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