1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study
Theoretical investigations of the conformational properties and <sup>1</sup>H NMR chemical shifts for <em>N</em>-methyl-4-tolyl-1-(4-bromonaphthyl)amine and <em>N</em>-phenyl-1-(4-bromonaphthyl)amine are reported. The calculations were performed at the DFT level (...
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| Format: | Article |
| Language: | English |
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Oles Honchar Dnipropetrovsk National University
2014-03-01
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| Series: | Vìsnik Dnìpropetrovsʹkogo Unìversitetu: Serìâ Hìmìâ |
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| Online Access: | http://chemistry.dnu.dp.ua/article/view/22864 |
| _version_ | 1811261276714696704 |
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| author | Sergiy I. Okovytyy Svitlana D. Kopteva Eugene O. Voronkov Tetiana Yu. Sergeieva Karina S. Kapusta Larisa V. Dmitrikova Jerzy Leszczynski |
| author_facet | Sergiy I. Okovytyy Svitlana D. Kopteva Eugene O. Voronkov Tetiana Yu. Sergeieva Karina S. Kapusta Larisa V. Dmitrikova Jerzy Leszczynski |
| author_sort | Sergiy I. Okovytyy |
| collection | DOAJ |
| description | Theoretical investigations of the conformational properties and <sup>1</sup>H NMR chemical shifts for <em>N</em>-methyl-4-tolyl-1-(4-bromonaphthyl)amine and <em>N</em>-phenyl-1-(4-bromonaphthyl)amine are reported. The calculations were performed at the DFT level (PBE1PBE functional) using magnetically consistent 6-31G<sup>##</sup> and STO<sup>##</sup>-3G<sub>mag</sub> basis sets. Conformational properties of the amines were studied using potential energy surface scanning. Chemical shifts were calculated using the GIAO and CSGT methods and averaged in proportion to the population of the corresponding conformations. Solvent effects (CDCl<sub>3</sub>) were accounted via PCM method. The obtained results allowed to assign the <sup>1</sup>H NMR signals for the naphthalene moiety, which could not be done based on the experimental data alone. |
| first_indexed | 2024-04-12T19:01:35Z |
| format | Article |
| id | doaj.art-01c0a54df49a4bdb9970c614c2ae1595 |
| institution | Directory Open Access Journal |
| issn | 2306-871X 2313-4984 |
| language | English |
| last_indexed | 2024-04-12T19:01:35Z |
| publishDate | 2014-03-01 |
| publisher | Oles Honchar Dnipropetrovsk National University |
| record_format | Article |
| series | Vìsnik Dnìpropetrovsʹkogo Unìversitetu: Serìâ Hìmìâ |
| spelling | doaj.art-01c0a54df49a4bdb9970c614c2ae15952022-12-22T03:20:08ZengOles Honchar Dnipropetrovsk National UniversityVìsnik Dnìpropetrovsʹkogo Unìversitetu: Serìâ Hìmìâ2306-871X2313-49842014-03-01212071510.15421/081313221731H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical studySergiy I. Okovytyy0Svitlana D. Kopteva1Eugene O. Voronkov2Tetiana Yu. Sergeieva3Karina S. Kapusta4Larisa V. Dmitrikova5Jerzy Leszczynski6Oles Honchar Dnipropetrovsk National UniversityOles Honchar Dnipropetrovsk National UniversityDnipropetrovsk National University of Railway Transport named after Academician V. LazaryanOles Honchar Dnipropetrovsk National UniversityOles Honchar Dnipropetrovsk National UniversityOles Honchar Dnipropetrovsk National UniversityInterdisciplinary center for Nanotoxicity, Jackson State UniversityTheoretical investigations of the conformational properties and <sup>1</sup>H NMR chemical shifts for <em>N</em>-methyl-4-tolyl-1-(4-bromonaphthyl)amine and <em>N</em>-phenyl-1-(4-bromonaphthyl)amine are reported. The calculations were performed at the DFT level (PBE1PBE functional) using magnetically consistent 6-31G<sup>##</sup> and STO<sup>##</sup>-3G<sub>mag</sub> basis sets. Conformational properties of the amines were studied using potential energy surface scanning. Chemical shifts were calculated using the GIAO and CSGT methods and averaged in proportion to the population of the corresponding conformations. Solvent effects (CDCl<sub>3</sub>) were accounted via PCM method. The obtained results allowed to assign the <sup>1</sup>H NMR signals for the naphthalene moiety, which could not be done based on the experimental data alone.http://chemistry.dnu.dp.ua/article/view/22864N-methyl-4-tolyl-1-(4-bromonaphthyl)amineN-phenyl-1-(4-bromonaphthyl)amineNMRDFTbasis set |
| spellingShingle | Sergiy I. Okovytyy Svitlana D. Kopteva Eugene O. Voronkov Tetiana Yu. Sergeieva Karina S. Kapusta Larisa V. Dmitrikova Jerzy Leszczynski 1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study Vìsnik Dnìpropetrovsʹkogo Unìversitetu: Serìâ Hìmìâ N-methyl-4-tolyl-1-(4-bromonaphthyl)amine N-phenyl-1-(4-bromonaphthyl)amine NMR DFT basis set |
| title | 1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study |
| title_full | 1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study |
| title_fullStr | 1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study |
| title_full_unstemmed | 1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study |
| title_short | 1H NMR spectra of N-methyl-4-tolyl-1-(4-bromonaphthyl)amine and N-phenyl-1-(4-bromonaphthyl)amine: a combined experimental and theoretical study |
| title_sort | 1h nmr spectra of n methyl 4 tolyl 1 4 bromonaphthyl amine and n phenyl 1 4 bromonaphthyl amine a combined experimental and theoretical study |
| topic | N-methyl-4-tolyl-1-(4-bromonaphthyl)amine N-phenyl-1-(4-bromonaphthyl)amine NMR DFT basis set |
| url | http://chemistry.dnu.dp.ua/article/view/22864 |
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