BIBLIOS

Tipo
Artigos em Revista

Tipo de Documento
Artigo Completo

Título
The Influence of Carbon-Carbon Multiple Bonds on the Solvolyses of Tertiary Alkyl Halides: a Grunwald-Winstein Analysis.

Participantes na publicação
M. C. Reis (Author)
R. Elvas-Leitão (Author)
F. Martins. (Author)
Dep. Química e Bioquímica
CQB

Resumo
The influence of carbon-carbon multiple bonds on the solvolyses of 3-chloro-3-methylbutyne (1), 2-chloro-2-phenylpropane (2), 2-bromo-2-methyl-1-phenylpropane (3), 4-chloro-4-methyl-2-pentyne (4) and 2-chloro-2-methylbutane (5) is critically evaluated through the extended Grunwald-Winstein equation. Substrates 1, 3 and 5 lead to correlations with unexpected negative sensitivity, h, to changes in the aromatic ring parameter, I. It is claimed that I is not a pure parameter, reflecting also some solvent nucleophilicity, NOTs, character. In substrates 2 and 4 the possibility of rearside solvation is reduced due to steric hindrance and/or cation stabilization and the best found correlations involve only the solvent ionizing power, Y, and I.


Instituição
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA

Suporte
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES

Identificadores da Publicação
ISSN - 1422-0067

Editora
MDPI

Coleção
Special Issue Grunwald-Winstein Equations – 60 Years & Counting



Identificadores do Documento
DOI - https://doi.org/10.3390/ijms9091704

Identificadores de Qualidade
SCIMAGO Q3 (2008) - 0.305 - Physical and Theotretical Chemistry
Web Of Science Q3 (2008) - 0.978 - Chemistry, Multidisciplinary

Keywords
Grunwald-Winstein Equation Solvent effects Carbon-carbon multiple bonds Tertiary alkyl halides

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