DFT computational schemes for 1H and 13C NMR chemical shifts of natural products, exemplified by strychnine

A number of computational schemes based on different Density Functional Theory (DFT) functionals in combination with a number of basis sets were tested in the calculation of 1H and 13C NMR chemical shifts of strychnine, as a typical representative of the vitally important natural products, and used...

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Bibliographic Details
Published in:Magnetic resonance in chemistry 2020-01, Vol.58 (1), p.56-64
Main Authors: Semenov, Valentin A., Krivdin, Leonid B.
Format: Article
Language:English
Subjects:
1H and 13C NMR
basis sets
Density functional theory
DFT functionals
LDBS scheme
Mathematical analysis
Natural products
NMR
Nuclear magnetic resonance
Organic chemistry
Strychnine
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Summary:A number of computational schemes based on different Density Functional Theory (DFT) functionals in combination with a number of basis sets were tested in the calculation of 1H and 13C NMR chemical shifts of strychnine, as a typical representative of the vitally important natural products, and used as a challenging benchmark and a rigorous test for such calculations. It was found that the most accurate computational scheme, as compared with experiment, was PBE0/pcSseg‐4//pcseg‐3 characterized by a mean absolute error of 0.07 ppm for the range of about 7 ppm for 1H NMR chemical shifts and that of only 1.13 ppm for 13C NMR chemical shifts spread over the range of about 150 ppm. For more practical purposes, including investigation of larger molecules from this series, a much more economical computational scheme, PBE0/pcSseg‐2//pcseg‐2, characterized by almost the same accuracy and much less computational demand, was recommended. A number of computational schemes based on different DFT functionals in combination with a number of basis sets were tested in the calculation of 1H and 13C NMR chemical shifts of strychnine, as a typical representative of the vitally important natural products, and used as a challenging benchmark and a rigorous test for such calculations. It was found that the most accurate computational scheme, as compared with experiment, was PBE0/pcSseg‐4//pcseg‐3 characterized by a mean absolute error of 0.07 ppm for the range of about 7 ppm for 1H NMR chemical shifts and that of only 1.13 ppm for 13C NMR chemical shifts spread over the range of about 150 ppm.
ISSN:0749-1581
1097-458X
DOI:10.1002/mrc.4922