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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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
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id todo:paper_00222860_v1157_n_p434_Trupp
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spelling todo:paper_00222860_v1157_n_p434_Trupp2023-10-03T14:30:32Z Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations Trupp, L. Laurella, S.L. Tettamanzi, M.C. Barja, B.C. Bruttomesso, A.C. 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 Conformational analysis Diformanilide Line shape analysis Theoretical calculations Variable-temperature NMR Conformations 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00222860_v1157_n_p434_Trupp
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 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
Conformational analysis
Diformanilide
Line shape analysis
Theoretical calculations
Variable-temperature NMR
Conformations
spellingShingle 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
Conformational analysis
Diformanilide
Line shape analysis
Theoretical calculations
Variable-temperature NMR
Conformations
Trupp, L.
Laurella, S.L.
Tettamanzi, M.C.
Barja, B.C.
Bruttomesso, A.C.
Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations
topic_facet 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
Conformational analysis
Diformanilide
Line shape analysis
Theoretical calculations
Variable-temperature NMR
Conformations
description 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.
format JOUR
author Trupp, L.
Laurella, S.L.
Tettamanzi, M.C.
Barja, B.C.
Bruttomesso, A.C.
author_facet Trupp, L.
Laurella, S.L.
Tettamanzi, M.C.
Barja, B.C.
Bruttomesso, A.C.
author_sort Trupp, L.
title Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations
title_short Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations
title_full Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations
title_fullStr Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations
title_full_unstemmed Long-range anisotropic effects in a V–shaped Tröger's base diformanilide: Conformational study by NMR assignment and DFT calculations
title_sort long-range anisotropic effects in a v–shaped tröger's base diformanilide: conformational study by nmr assignment and dft calculations
url http://hdl.handle.net/20.500.12110/paper_00222860_v1157_n_p434_Trupp
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