Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides
A rationalization of the stereochemical behavior of 1JCH and 2JCH coupling constants, involving nuclei in the vicinity of a carbonyl group were carried out in fluoroacetamide (1), chloroacetamide (2), bromoacetamide (3) and cyanoacetamide (4). 1JCH and 2JCH experimental and theoretically calculated...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00222860_v891_n1-3_p508_Pedersoli |
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todo:paper_00222860_v891_n1-3_p508_Pedersoli2023-10-03T14:30:42Z Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides Pedersoli, S. Tormena, C.F. dos Santos, F.P. Contreras, R.H. Rittner, R. α-Substituted acetamides 1JCH and 2JCH coupling constants Hyperconjugative interactions Stereochemical behavior Nuclear magnetic resonance Sulfur compounds <sup>1</sup>J<sub>CH</sub> and <sup>2</sup>J<sub>CH</sub> coupling constants Carbonyl groups Chloroacetamide Coupling constants Electrostatic effects Hyperconjugative interactions NMR couplings Qualitative analyses Stereochemical behavior Flow interactions A rationalization of the stereochemical behavior of 1JCH and 2JCH coupling constants, involving nuclei in the vicinity of a carbonyl group were carried out in fluoroacetamide (1), chloroacetamide (2), bromoacetamide (3) and cyanoacetamide (4). 1JCH and 2JCH experimental and theoretically calculated coupling constant together with a qualitative analyses of hyperconjugative interactions through NBO data, showed that observed behavior is mainly due to the hyperconjugative interactions and electrostatic effects. © 2008 Elsevier B.V. All rights reserved. Fil:Contreras, R.H. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00222860_v891_n1-3_p508_Pedersoli |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
α-Substituted acetamides 1JCH and 2JCH coupling constants Hyperconjugative interactions Stereochemical behavior Nuclear magnetic resonance Sulfur compounds <sup>1</sup>J<sub>CH</sub> and <sup>2</sup>J<sub>CH</sub> coupling constants Carbonyl groups Chloroacetamide Coupling constants Electrostatic effects Hyperconjugative interactions NMR couplings Qualitative analyses Stereochemical behavior Flow interactions |
| spellingShingle |
α-Substituted acetamides 1JCH and 2JCH coupling constants Hyperconjugative interactions Stereochemical behavior Nuclear magnetic resonance Sulfur compounds <sup>1</sup>J<sub>CH</sub> and <sup>2</sup>J<sub>CH</sub> coupling constants Carbonyl groups Chloroacetamide Coupling constants Electrostatic effects Hyperconjugative interactions NMR couplings Qualitative analyses Stereochemical behavior Flow interactions Pedersoli, S. Tormena, C.F. dos Santos, F.P. Contreras, R.H. Rittner, R. Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides |
| topic_facet |
α-Substituted acetamides 1JCH and 2JCH coupling constants Hyperconjugative interactions Stereochemical behavior Nuclear magnetic resonance Sulfur compounds <sup>1</sup>J<sub>CH</sub> and <sup>2</sup>J<sub>CH</sub> coupling constants Carbonyl groups Chloroacetamide Coupling constants Electrostatic effects Hyperconjugative interactions NMR couplings Qualitative analyses Stereochemical behavior Flow interactions |
| description |
A rationalization of the stereochemical behavior of 1JCH and 2JCH coupling constants, involving nuclei in the vicinity of a carbonyl group were carried out in fluoroacetamide (1), chloroacetamide (2), bromoacetamide (3) and cyanoacetamide (4). 1JCH and 2JCH experimental and theoretically calculated coupling constant together with a qualitative analyses of hyperconjugative interactions through NBO data, showed that observed behavior is mainly due to the hyperconjugative interactions and electrostatic effects. © 2008 Elsevier B.V. All rights reserved. |
| format |
JOUR |
| author |
Pedersoli, S. Tormena, C.F. dos Santos, F.P. Contreras, R.H. Rittner, R. |
| author_facet |
Pedersoli, S. Tormena, C.F. dos Santos, F.P. Contreras, R.H. Rittner, R. |
| author_sort |
Pedersoli, S. |
| title |
Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides |
| title_short |
Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides |
| title_full |
Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides |
| title_fullStr |
Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides |
| title_full_unstemmed |
Stereochemical behavior of 1JCH and 2JCH NMR coupling constants in α-substituted acetamides |
| title_sort |
stereochemical behavior of 1jch and 2jch nmr coupling constants in α-substituted acetamides |
| url |
http://hdl.handle.net/20.500.12110/paper_00222860_v891_n1-3_p508_Pedersoli |
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1807318876493447168 |