MNDO parameters for the prediction of 19F NMR chemical shifts in biologically relevant compounds

The Journal of Physical Chemistry. a
Duane E WilliamsKenneth M Merz

Abstract

The semiempirical MNDO methodology for qualitative description NMR chemical shifts has now been extended with the addition of NMR-specific parameters for the fluorine atom. This approach can be employed using semiempirical (AM1/PM3) geometries with good accuracy and can be executed at a fraction of the cost of ab initio and DFT methods, providing an attractive option for the computational studies of (19)F NMR for much larger systems. The data set used in the parametrization is large and diverse and specifically geared toward biologically relevant compounds. The new parameters are applicable to fluorine atoms involved in carbon-fluorine bonds. These parameters yield results comparable to NMR calculations performed at the DFT (B3LYP) level using the 6-31++G(d,p) basis set. The average R (2) and rms error for this data set is 0.94 and 13.85 ppm, respectively, compared to 0.96 and 10.45 ppm when DFT methods are used.

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Citations

Mar 15, 2011·Progress in Nuclear Magnetic Resonance Spectroscopy·Julio C Facelli
Oct 6, 2009·The Journal of Physical Chemistry. a·Duane E WilliamsKenneth M Merz
Jul 28, 2009·The Journal of Physical Chemistry. a·Tell Tuttle
Oct 30, 2009·The Journal of Physical Chemistry. a·Zizhong Liu, John D Goddard
Aug 8, 2014·Accounts of Chemical Research·Kenneth M Merz
Aug 12, 2014·Journal of Chemical Theory and Computation·Shihao WangGuillaume Lamoureux

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