Artículos de revistas
Understanding The Conformational Behaviour Of Ac-ala-nhme In Different Media. A Joint Nmr And Dft Study
Registro en:
Understanding The Conformational Behaviour Of Ac-ala-nhme In Different Media. A Joint Nmr And Dft Study. Royal Soc Chemistry, v. 13, p. 9206-9213 2015.
1477-0520
WOS:000360115100008
10.1039/c5ob01296a
Autor
Cormanich
Rodrigo A.; Buehl
Michael; Rittner
Roberto
Institución
Resumen
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) The conformational behaviour of Ac-Ala-NHMe was studied in the gas-phase and in solution by theoretical calculations (B3LYP-D3/aug-cc-pVDZ level) and experimental H-1 NMR. The conformational preferences of this compound were shown to result from a complex interplay between the strengths of possible intramolecular hydrogen bonds, steric interactions, hyperconjugation, entropy effects and the overall dipole moments. The Ac-Ala-N(Me)(2) derivative was studied in addition, to design a system akin to Ac-Ala-NHMe, but with disrupted intramolecular hydrogen bonds involving the -NHMe group, mimicking the effect of polar protic solvents. 13 35
9206 9213 EaStCHEM Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) FAPESP [2011/01170-1, 2014/25903-6]