Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives

Herein, we describe the synthesis and complete assignment of the 1H and 13C NMR chemical shifts of a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments. Conformational effects upon the chemical shifts...

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Veröffentlicht in:Magnetic resonance in chemistry 2010-11, Vol.48 (11), p.896-902
Hauptverfasser: Dekić, Vidoslav, Radulović, Niko, Vukićević, Rastko, Dekić, Biljana, Skropeta, Danielle, Palić, Radosav
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container_end_page 902
container_issue 11
container_start_page 896
container_title Magnetic resonance in chemistry
container_volume 48
creator Dekić, Vidoslav
Radulović, Niko
Vukićević, Rastko
Dekić, Biljana
Skropeta, Danielle
Palić, Radosav
description Herein, we describe the synthesis and complete assignment of the 1H and 13C NMR chemical shifts of a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments. Conformational effects upon the chemical shifts of the coumarin moiety arising from the anisotropy of the aryl side group are briefly discussed. This study provides the first complete and fully assigned NMR data for this important group of antimicrobial compounds and bridges the gap existing in the literature with regard to NMR structural data for 4‐arylamino‐3‐nitrocoumarins. Copyright © 2010 John Wiley & Sons, Ltd. This study provides the first complete and fully assigned NMR data for a series of antimicrobial 4‐arylamino‐3‐nitrocoumarin derivatives based on a combination of 1H and 13C NMR, 1H‐1H‐COSY, NOESY, HSQC and HMBC experiments, and bridges the gap existing in the literature in regards to NMR structural data for 4‐arylamino‐3‐nitrocoumarins.
doi_str_mv 10.1002/mrc.2681
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subjects 13C NMR
1H NMR
2D NMR
4-arylamino-3-nitrocoumarins
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - chemistry
Carbon Isotopes
Coumarins - chemical synthesis
Coumarins - chemistry
Magnetic Resonance Spectroscopy - standards
molecular conformation
Molecular Structure
Nitro Compounds - chemical synthesis
Nitro Compounds - chemistry
Protons
Reference Standards
Stereoisomerism
structure elucidation
synthesis
title Complete assignment of the 1H and 13C NMR spectra of antimicrobial 4-arylamino- 3-nitrocoumarin derivatives
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