Use este identificador para citar ou linkar para este item: http://repositorio.ufla.br/jspui/handle/1/32814
Título : Infrared Fingerprints of nN → σ*NH Hyperconjugation in Hydrazides
Autor: Andrade, Laize A. F.
Silla, Josué M.
Cormanich, Rodrigo A.
Freitas, Matheus P.
Palavras-chave: Hyperconjugation
Infrared spectroscopy
Infrared fingerprints
Hiperconjugação
Espectroscopia de infravermelho
Impressões digitais infravermelhas
Publicador: ACS Publications
Data da publicação: 2017
Referência: ANDRADE, L. A. F. et al. Infrared Fingerprints of nN → σ*NH Hyperconjugation in Hydrazides. American Chemical Society, Easton, v. 82, n. 23, p. 12181-12187, 2017.
Abstract: An earlier study demonstrated that hyperconjugation operates in hydrazides by analyzing the N–H stretching mode in gas phase infrared (IR) spectroscopy, and then observing two very distinct bands corresponding to isolated isomers experiencing or not the nN → σ*N–H electron delocalization. The present work reports a chemical method to obtain insight on the hyperconjugation in hydrazide derivatives from solution IR spectroscopy. The analogous amides did not show a νN–H red-shifted band, as the electron donor orbital in the above hyperconjugative interaction does not exist. In addition, the effect of electron withdrawing groups bonded to a nitrogen atom, namely the trifluoroacetyl and the methanesulfonyl groups, was analyzed on the conformational isomerism and on the ability to induce a stronger hyperconjugation in the resulting compounds.
URI: https://pubs.acs.org/doi/abs/10.1021/acs.joc.7b01985
http://repositorio.ufla.br/jspui/handle/1/32814
Idioma: en_US
Aparece nas coleções:DQI - Artigos publicados em periódicos

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