| Texto completo | |
| Autor(es): |
Andrade, Laize A. F.
;
Silla, Josue M.
;
Cormanich, Rodrigo A.
;
Freitas, Matheus P.
Número total de Autores: 4
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Journal of Organic Chemistry; v. 82, n. 23, p. 7-pg., 2017-12-01. |
| Resumo | |
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 n(N) -> sigma*(N-H) electron delocalization. The present work reports a chemical method to obtain insight on the hyperconjugation in hydraiide derivatives from solution IR spectroscopy. The analogous amides did not show a v(N-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. (AU) | |
| Processo FAPESP: | 17/02364-0 - Investigações mecanísticas da reação de Biginelli, utilizando-se abordagens experimentais e teóricas |
| Beneficiário: | Rodrigo Antonio Cormanich |
| Modalidade de apoio: | Bolsas no Exterior - Pesquisa |