Comparison of experimental and DFT-calculated NMR chemical shifts of 2-amino and 2-hydroxyl substituted phenyl benzimidazoles, benzoxazoles and benzothiazoles in four solvents using the IEF-PCM solvation model

Copyright © 2015 John Wiley & Sons, Ltd.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 54(2016), 4 vom: 30. Apr., Seite 298-307
1. Verfasser: Pierens, Gregory K (VerfasserIn)
Weitere Verfasser: Venkatachalam, T K, Reutens, David C
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2016
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Comparative Study Journal Article Research Support, Non-U.S. Gov't DFT calculations NMR benzimidazoles benzothiazoles benzoxazoles chemical shifts solvent effects mehr... Benzimidazoles Benzothiazoles Benzoxazoles Solvents
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245 1 0 |a Comparison of experimental and DFT-calculated NMR chemical shifts of 2-amino and 2-hydroxyl substituted phenyl benzimidazoles, benzoxazoles and benzothiazoles in four solvents using the IEF-PCM solvation model 
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520 |a A comparative study of experimental and calculated NMR chemical shifts of six compounds comprising 2-amino and 2-hydroxy phenyl benzoxazoles/benzothiazoles/benzimidazoles in four solvents is reported. The benzimidazoles showed interesting spectral characteristics, which are discussed. The proton and carbon chemical shifts were similar for all solvents. The largest chemical shift deviations were observed in benzene. The chemical shifts were calculated with density functional theory using a suite of four functionals and basis set combinations. The calculated chemical shifts revealed a good match to the experimentally observed values in most of the solvents. The mean absolute error was used as the primary metric. The use of an additional metric is suggested, which is based on the order of chemical shifts. The DP4 probability measures were also used to compare the experimental and calculated chemical shifts for each compound in the four solvents. Copyright © 2015 John Wiley & Sons, Ltd 
650 4 |a Comparative Study 
650 4 |a Journal Article 
650 4 |a Research Support, Non-U.S. Gov't 
650 4 |a DFT calculations 
650 4 |a NMR 
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650 4 |a benzothiazoles 
650 4 |a benzoxazoles 
650 4 |a chemical shifts 
650 4 |a solvent effects 
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650 7 |a Benzothiazoles  |2 NLM 
650 7 |a Benzoxazoles  |2 NLM 
650 7 |a Solvents  |2 NLM 
700 1 |a Venkatachalam, T K  |e verfasserin  |4 aut 
700 1 |a Reutens, David C  |e verfasserin  |4 aut 
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