Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species
The title paper [1] reports a study on the spectroscopic and physicochemical properties of 1-(5-methyl- [1,3,4]thiadiazol-2-yl)-pyrrolidin-2-ol (MTPN) based on experimental and theoretical data. The latter ones are based on the computed molecular structure for a rather unusual conformer. Here, after...
Guardado en:
| Autores principales: | , |
|---|---|
| Formato: | Articulo Preprint |
| Lenguaje: | Inglés |
| Publicado: |
2016
|
| Materias: | |
| Acceso en línea: | http://sedici.unlp.edu.ar/handle/10915/104628 http://hdl.handle.net/11336/51639 |
| Aporte de: |
| id |
I19-R120-10915-104628 |
|---|---|
| record_format |
dspace |
| institution |
Universidad Nacional de La Plata |
| institution_str |
I-19 |
| repository_str |
R-120 |
| collection |
SEDICI (UNLP) |
| language |
Inglés |
| topic |
Química Conformation Heterocyclic compounds Hydrogen bond NBO Pyrrolidine Thiadiazole |
| spellingShingle |
Química Conformation Heterocyclic compounds Hydrogen bond NBO Pyrrolidine Thiadiazole Laurella, Sergio Luis Erben, Mauricio Federico Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| topic_facet |
Química Conformation Heterocyclic compounds Hydrogen bond NBO Pyrrolidine Thiadiazole |
| description |
The title paper [1] reports a study on the spectroscopic and physicochemical properties of 1-(5-methyl- [1,3,4]thiadiazol-2-yl)-pyrrolidin-2-ol (MTPN) based on experimental and theoretical data. The latter ones are based on the computed molecular structure for a rather unusual conformer. Here, after a careful analysis of the conformational space of MTPN, the most stable conformation was determined for the molecule isolated in a vacuum, which results to be 21.9 kJ/mol more stable than the conformer reported previously. Our study also includes the closely related species 1-(5-trifluoromethyl- [1,3,4]thiadiazol-2-yl)-pyrrolidin-2-ol (FMTPN). An intramolecular OH ⋯ N hydrogen bond determines the conformational behavior of the [1,3,4]thiadiazol-2-yl)-pyrrolidin-2-ol group as demonstrated by Natural Bond Orbital population analysis. |
| format |
Articulo Preprint |
| author |
Laurella, Sergio Luis Erben, Mauricio Federico |
| author_facet |
Laurella, Sergio Luis Erben, Mauricio Federico |
| author_sort |
Laurella, Sergio Luis |
| title |
Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| title_short |
Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| title_full |
Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| title_fullStr |
Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| title_full_unstemmed |
Comment on "Structural and vibrational studies on 1-(5-Methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>Spectrochimica Acta Part A</i>, 152 (2016) 252-261] : The importance of intramolecular OH ⋯ N hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| title_sort |
comment on "structural and vibrational studies on 1-(5-methyl- [1,3,4] thiadiazol-2-yl)-pyrolidin-2-ol" [<i>spectrochimica acta part a</i>, 152 (2016) 252-261] : the importance of intramolecular oh ⋯ n hydrogen bonding in the conformational properties of thiadiazol-pyrrolidin-2-ol bearing species |
| publishDate |
2016 |
| url |
http://sedici.unlp.edu.ar/handle/10915/104628 http://hdl.handle.net/11336/51639 |
| work_keys_str_mv |
AT laurellasergioluis commentonstructuralandvibrationalstudieson15methyl134thiadiazol2ylpyrolidin2olispectrochimicaactapartai1522016252261theimportanceofintramolecularohnhydrogenbondingintheconformationalpropertiesofthiadiazolpyrrolidin2olbearingspecies AT erbenmauriciofederico commentonstructuralandvibrationalstudieson15methyl134thiadiazol2ylpyrolidin2olispectrochimicaactapartai1522016252261theimportanceofintramolecularohnhydrogenbondingintheconformationalpropertiesofthiadiazolpyrrolidin2olbearingspecies |
| bdutipo_str |
Repositorios |
| _version_ |
1764820442119405569 |