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...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autores principales: Stortz, Carlos A., Sarotti, Ariel Marcelo
Formato: article artículo publishedVersion
Lenguaje:Inglés
Publicado: Royal Society of Chemistry 2020
Materias:
DFT Calculations
Density Functional Theory Calculations
MP2 Calculations
Møller–Plesset Perturbation Theory (MP)
Substituents
Acceso en línea:http://hdl.handle.net/2133/19544
http://hdl.handle.net/2133/19544
Aporte de:
Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR) de Universidad Nacional de Rosario
id I15-R121-2133-19544
record_format dspace
institution Universidad Nacional de Rosario
institution_str I-15
repository_str R-121
collection Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR)
language Inglés
orig_language_str_mv eng
topic DFT Calculations
Density Functional Theory Calculations
MP2 Calculations
Møller–Plesset Perturbation Theory (MP)
Substituents
spellingShingle DFT Calculations
Density Functional Theory Calculations
MP2 Calculations
Møller–Plesset Perturbation Theory (MP)
Substituents
Stortz, Carlos A.
Sarotti, Ariel Marcelo
Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
topic_facet DFT Calculations
Density Functional Theory Calculations
MP2 Calculations
Møller–Plesset Perturbation Theory (MP)
Substituents
description 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.
format article
artículo
publishedVersion
author Stortz, Carlos A.
Sarotti, Ariel Marcelo
author_facet Stortz, Carlos A.
Sarotti, Ariel Marcelo
author_sort Stortz, Carlos A.
title Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
title_short Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
title_full Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
title_fullStr Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
title_full_unstemmed Exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by DFT and MP2 calculations
title_sort exhaustive exploration of the conformational landscape of mono- and disubstituted fivemembered rings by dft and mp2 calculations
publisher Royal Society of Chemistry
publishDate 2020
url http://hdl.handle.net/2133/19544
http://hdl.handle.net/2133/19544
work_keys_str_mv AT stortzcarlosa exhaustiveexplorationoftheconformationallandscapeofmonoanddisubstitutedfivememberedringsbydftandmp2calculations
AT sarottiarielmarcelo exhaustiveexplorationoftheconformationallandscapeofmonoanddisubstitutedfivememberedringsbydftandmp2calculations
bdutipo_str Repositorios
_version_ 1764820410937901058

Ejemplares similares