Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations

Herein we describe the synthesis and conformational analysis of a Tröger's base diformanilide whose distinctive NMR spectra was fully assigned via DFT calculations. The complexity of the spectra originated by the presence of three conformers in equilibrium shows that the nuclei in each side of...

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Detalles Bibliográficos
Autores principales: Trupp, L., Laurella, S.L., Tettamanzi, M.C., Barja, B.C., Bruttomesso, A.C.
Formato: JOUR
Materias:
Conformational analysis
Diformanilide
Line shape analysis
Long-range anisotropy
NMR spectroscopy
Theoretical calculations
Tröger's base
Variable temperature NMR
Anisotropy
Density functional theory
Nuclear magnetic resonance spectroscopy
Solvents
Variable-temperature NMR
Conformations
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00222860_v1157_n_p434_Trupp
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario:Herein we describe the synthesis and conformational analysis of a Tröger's base diformanilide whose distinctive NMR spectra was fully assigned via DFT calculations. The complexity of the spectra originated by the presence of three conformers in equilibrium shows that the nuclei in each side of the molecule are sensitive to the configuration not only of the closest formamide moiety but also of the farthest one, due to long–range anisotropic effects. The temperature and the solvent polarity influence were analyzed to determine the different conformer populations and the corresponding rotational activation parameters. © 2017 Elsevier B.V.

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