Tipo
Artigos em Revista
Tipo de Documento
Artigo Completo
Título
Properties of the tert-butyl halide solvolysis transition states
Participantes na publicação
Michael H. Abraham (Author)
Filomena Martins (Author)
Dep. Química e Bioquímica
CQE
Ruben Elvas-Leitão (Author)
CQE
Luís Moreira (Author)
Resumo
We have obtained properties (or descriptors) of the transition states in the solvolysis of tert-butyl chloride, bromide and iodide. We show that all three transition states, in both protic and in aprotic solvents, are highly dipolar and are strong hydrogen bond acids and strong hydrogen bond bases, except for the tert-butyl iodide transition state in aprotic solvents, which has a rather low hydrogen bond acidity. Thus,the transition states are stabilized by solvents that are hydrogen bond bases (nucleophiles) and are hydrogen bond acids (electrophiles). We show also that the partition of the transition states between water and solvents is aided by both nucleophilic and electrophilic solvents and conclude that the rate of solvolysis of the three halides is increased by both nucleophilic and electrophilic solvents.
Data de Submissão/Pedido
2020-09-27
Data de Aceitação
2021-01-25
Data de Publicação
2021
Instituição
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA
Suporte
Physical Chemistry Chemical Physics
Identificadores da Publicação
Editora
Royal Society of Chemistry (RSC)
Número de Páginas
9
Página Inicial
3311
Página Final
3320
Identificadores do Documento
DOI -
https://doi.org/10.1039/d0cp05099g
URL -
http://dx.doi.org/10.1039/d0cp05099g
Identificadores de Qualidade
Google Metrics (2020) - 99 - Chemical & Material Sciences (general)
SCIMAGO Q1 (2019) - 1.143 - Physical and Theoretical Chemistry
Web Of Science Q2 (2019) - 3.430 - Physical Chemistry
Web Of Science Q1 (2019) - 3.430 - Physics, Atomic, Molecular & Chemical
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