Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
The conformational landscape of 22 different non, mono-, and disubstituted compounds with a fivemembered ring was thoroughly explored by ab initio (MP2) and DFT (B3LYP and M06-2X) methods with the 6-311+G** basis set. Our results showed that the conformational preference of these compounds was gov...
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| Autores principales: | , |
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| Formato: | article artículo publishedVersion |
| Lenguaje: | Inglés |
| Publicado: |
Royal Society of Chemistry
2020
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| Materias: | |
| Acceso en línea: | http://hdl.handle.net/2133/19544 http://hdl.handle.net/2133/19544 |
| Aporte de: |
| Sumario: | The conformational landscape of 22 different non, mono-, and disubstituted compounds with a fivemembered ring was thoroughly explored by ab initio (MP2) and DFT (B3LYP and M06-2X) methods with
the 6-311+G** basis set. Our results showed that the conformational preference of these compounds
was governed mainly by the specific characteristics of the substituents, with a minor influence of the
level of theory employed. After a detailed analysis of the computational data, we found an interesting
preference of the electronegative substituents to take pseudo-axial positions, whereas alkyl groups
preferred adopting the pseudo-equatorial locations. Such preferences were pronounced with MP2 and
M06-2X and underestimated by B3LYP. Despite each level of theory affording different landscapes in
many cases, as a general trend, we noticed that M06-2X afforded much higher correlation with the MP2
results than B3LYP. |
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