Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative
A synthesis and theoretical study of 3-(2-methyl-1H-indol-3-yl)-6-nitrophthalonitrile (1) are presented in this study. Structural confirmation of the molecule was achieved using 1H, 13C NMR and mass spectroscopy. The determination of the atropisomer rotational barrier for compound 1 revealed its cla...
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Académie des sciences
2024-12-01
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| Series: | Comptes Rendus. Chimie |
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| Online Access: | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.340/ |
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| author | Ayari, Sami Elleuch, Haitham Thebti, Amal Ouzari, Hadda-Imene |
| author_facet | Ayari, Sami Elleuch, Haitham Thebti, Amal Ouzari, Hadda-Imene |
| author_sort | Ayari, Sami |
| collection | DOAJ |
| description | A synthesis and theoretical study of 3-(2-methyl-1H-indol-3-yl)-6-nitrophthalonitrile (1) are presented in this study. Structural confirmation of the molecule was achieved using 1H, 13C NMR and mass spectroscopy. The determination of the atropisomer rotational barrier for compound 1 revealed its classification as a class 1 atropisomer. Additionally, a comprehensive analysis was conducted, encompassing HOMO–LUMO evaluation of the transition states, examination of their structure, and calculation of the activation energy. |
| format | Article |
| id | doaj-art-d8ec2bcb1c954aafa5890fc6333bd6b3 |
| institution | Kabale University |
| issn | 1878-1543 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | Académie des sciences |
| record_format | Article |
| series | Comptes Rendus. Chimie |
| spelling | doaj-art-d8ec2bcb1c954aafa5890fc6333bd6b32025-02-07T13:39:46ZengAcadémie des sciencesComptes Rendus. Chimie1878-15432024-12-0127G128128810.5802/crchim.34010.5802/crchim.340Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivativeAyari, Sami0https://orcid.org/0000-0002-1505-1922Elleuch, Haitham1https://orcid.org/0000-0003-2373-6427Thebti, Amal2https://orcid.org/0000-0002-5544-8086Ouzari, Hadda-Imene3https://orcid.org/0000-0002-3237-554XLaboratory of Microorganisms and Active Biomolecules LR03ES03, Department of Biology, Faculty of Sciences of Tunis, University of Tunis-El Manar, 2092 El Manar I Tunis, Tunisia; University of Tunis El Manar Faculty of Sciences of Tunis, Laboratory of Structural Organic Chemistry and Macromolecular LR99ES14, University Campus, 2092 Tunis, TunisiaUniversity of Tunis El Manar Faculty of Sciences of Tunis, Laboratory of Structural Organic Chemistry and Macromolecular LR99ES14, University Campus, 2092 Tunis, TunisiaLaboratory of Microorganisms and Active Biomolecules LR03ES03, Department of Biology, Faculty of Sciences of Tunis, University of Tunis-El Manar, 2092 El Manar I Tunis, TunisiaLaboratory of Microorganisms and Active Biomolecules LR03ES03, Department of Biology, Faculty of Sciences of Tunis, University of Tunis-El Manar, 2092 El Manar I Tunis, TunisiaA synthesis and theoretical study of 3-(2-methyl-1H-indol-3-yl)-6-nitrophthalonitrile (1) are presented in this study. Structural confirmation of the molecule was achieved using 1H, 13C NMR and mass spectroscopy. The determination of the atropisomer rotational barrier for compound 1 revealed its classification as a class 1 atropisomer. Additionally, a comprehensive analysis was conducted, encompassing HOMO–LUMO evaluation of the transition states, examination of their structure, and calculation of the activation energy.https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.340/DFTHOMO–LUMOIndolePhthalonitrileAtropisomersChiralityTransition state energy |
| spellingShingle | Ayari, Sami Elleuch, Haitham Thebti, Amal Ouzari, Hadda-Imene Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative Comptes Rendus. Chimie DFT HOMO–LUMO Indole Phthalonitrile Atropisomers Chirality Transition state energy |
| title | Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative |
| title_full | Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative |
| title_fullStr | Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative |
| title_full_unstemmed | Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative |
| title_short | Studies of axially chiral atropisomers of an indole-substituted phthalonitrile derivative |
| title_sort | studies of axially chiral atropisomers of an indole substituted phthalonitrile derivative |
| topic | DFT HOMO–LUMO Indole Phthalonitrile Atropisomers Chirality Transition state energy |
| url | https://comptes-rendus.academie-sciences.fr/chimie/articles/10.5802/crchim.340/ |
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