Total lineshape analysis of {\alpha}-tetrahydrofuroic acid $^{1}$H NMR spectra

TL;DR

This study used total lineshape analysis to accurately interpret 1H NMR spectra of alpha-tetrahydrofuroic acid, revealing coupling constants and effects of the carboxylic group on ring symmetry.

Contribution

It demonstrates the effectiveness of ANATOLIA total lineshape fitting for analyzing complex NMR spectra of oxygen-containing rings.

Findings

Achieved close agreement between theoretical and experimental spectra with R-Factor below 5%.

Determined typical geminal coupling constants in tetrahydrofuran rings.

Showed how the carboxylic group affects ring symmetry and spectral features.

Abstract

The 1H NMR spectra of L-proline oxygen analogous, alpha-tetrahydrofuroic acid, 7-spins nonsymmetric spin system with strongly pronounced non-first order effects were analyzed by ANATOLIA total lineshape fitting. A close agreement of theoretical and experimental spectra (with R-Factor values bellow 5%) was achieved and accurate values of coupling constant were obtained. The carboxylic substituent disrupts tetrahydrofuran symmetry and allows to unambiguously determine the typical values of geminal coupling constants in oxygen-containing saturated five-membered ring systems.