Revision of the α2 H value for N,N-dialkylhydroxylamines based on kinetic and spectroscopic measurements

DOI	Trouver le DOI : https://doi.org/10.1039/B102247O
Auteur	Rechercher : Astolfi, P.; Rechercher : Greci, L.; Rechercher : Paul, T.; Rechercher : Ingold, K. U.¹
Affiliation	Conseil national de recherches du Canada
Format	Texte, Article
Sujet	Computational methods; Hydrogen bonds; Infrared spectroscopy; Reaction kinetics; Solvents; Hydrogen-atom abstraction; Kinetic solvents; Amines
Résumé	Kinetic solvent effects on hydrogen-atom abstraction from N,N-diethylhydroxylamine and N,N-dibenzylhydroxylamine by the 2,2-diphenyl-1-picrylhydrazyl radical (DPPH·) indicated that these compounds are much weaker hydrogen-bond donors than implied by the currently accepted α2 H value of 0.453. Lower α2 H values were also obtained by monitoring 1 : 1 complex formation with two strong hydrogen-bond acceptors, HMPA and DMSO, in tetrachloromethane using IR spectroscopy. It is concluded that the α2 H value for sterically non-hindered N,N-dialkylhydroxylamines should be revised downward to 0.29.
Date de publication	2001
Dans	Journal of the Chemical Society, Perkin Transactions 2, nº 9 (2001) : 1631–1633.
Langue	anglais
Publications évaluées par des pairs	Oui
Numéro NPARC	21276577
Exporter la notice	Exporter en format RIS
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Identificateur de l’enregistrement	86b5b975-9f6b-40b4-8928-73ee552b4495
Enregistrement créé	2015-10-13
Enregistrement modifié	2020-03-27