Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water

Producción Científica

Detalhes bibliográficos
Autores: Krin, Anna, Pérez Cuadrado, Cristobal, Pinacho Morante, Pablo, Quesada Moreno, María Mar, López González, Juan Jesús, Avilés Moreno, Juan Ramón, Blanco Rodríguez, Susana, López Alonso, Juan Carlos, Schnell, Melanie
Tipo de documento: artigo
Estado:Versão preliminar
Data de publicação:2018
País:España
Recursos:Universidad de Valladolid
Repositório:UVaDOC. Repositorio Documental de la Universidad de Valladolid
OAI Identifier:oai:uvadoc.uva.es:10324/46232
Acesso em linha:https://doi.org/10.1002/chem.201704644
http://uvadoc.uva.es/handle/10324/46232
Access Level:Acceso aberto
Palavra-chave:Quimica
Espectroscopía de rotación
Water cluster
microsolvation
rotational spectroscopy
structure
Pulegone
Chirality
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
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oai_identifier_str oai:uvadoc.uva.es:10324/46232
network_acronym_str ES
network_name_str España
repository_id_str
spelling Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with WaterKrin, AnnaPérez Cuadrado, CristobalPinacho Morante, PabloQuesada Moreno, María MarLópez González, Juan JesúsAvilés Moreno, Juan RamónBlanco Rodríguez, SusanaLópez Alonso, Juan CarlosSchnell, MelanieQuimicaEspectroscopía de rotaciónWater clustermicrosolvationrotational spectroscopystructurePulegoneChirality23 Química2301.13 Espectroscopia de Microondas2307 Química FísicaProducción CientíficaIn the current work we present a detailed analysis of the chiral molecule pulegone, which is a constituent of essential oils, using broadband rotational spectroscopy. Two conformers are observed under the cold conditions of a molecular jet. We report an accurate experimentally determined structure for the lowest energy conformer. For both conformers, a characteristic splitting pattern is observed in the spectrum, resulting from the internal rotation of the two non-equivalent methyl groups situated in the isopropylidene side chain. The determined energy barriers are 1.961911(46) kJmol-1 and 6.3617(12) kJmol-1 for one conformer, and 1.96094(74) kJmol-1 and 6.705(44) kJmol-1 for the other one. Moreover, a cluster of the lowest energy conformer with one water molecule is reported. The water molecule locks one of the methyl groups by means of a hydrogen bond and some secondary interactions, so that we only observe internal rotation splittings from the other methyl group with an internal rotation barrier of 2.01013(38) kJmol-1. Additionally, the chirality-sensitive microwave three-wave mixing technique is applied for the differentiation between the enantiomers, which can become of further use for the analysis of essential oils.Ministerio de economia, industria y competitividad CTQ2016-75253-PWiley-V C H Verlag Gmbh2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/draftapplication/pdfhttps://doi.org/10.1002/chem.201704644http://uvadoc.uva.es/handle/10324/46232reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidEspañolhttps://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201704644info:eu-repo/semantics/openAccessoai:uvadoc.uva.es:10324/462322026-06-13T12:44:47Z
dc.title.none.fl_str_mv Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
title Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
spellingShingle Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
Krin, Anna
Quimica
Espectroscopía de rotación
Water cluster
microsolvation
rotational spectroscopy
structure
Pulegone
Chirality
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
title_short Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
title_full Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
title_fullStr Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
title_full_unstemmed Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
title_sort Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water
dc.creator.none.fl_str_mv Krin, Anna
Pérez Cuadrado, Cristobal
Pinacho Morante, Pablo
Quesada Moreno, María Mar
López González, Juan Jesús
Avilés Moreno, Juan Ramón
Blanco Rodríguez, Susana
López Alonso, Juan Carlos
Schnell, Melanie
author Krin, Anna
author_facet Krin, Anna
Pérez Cuadrado, Cristobal
Pinacho Morante, Pablo
Quesada Moreno, María Mar
López González, Juan Jesús
Avilés Moreno, Juan Ramón
Blanco Rodríguez, Susana
López Alonso, Juan Carlos
Schnell, Melanie
author_role author
author2 Pérez Cuadrado, Cristobal
Pinacho Morante, Pablo
Quesada Moreno, María Mar
López González, Juan Jesús
Avilés Moreno, Juan Ramón
Blanco Rodríguez, Susana
López Alonso, Juan Carlos
Schnell, Melanie
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Quimica
Espectroscopía de rotación
Water cluster
microsolvation
rotational spectroscopy
structure
Pulegone
Chirality
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
topic Quimica
Espectroscopía de rotación
Water cluster
microsolvation
rotational spectroscopy
structure
Pulegone
Chirality
23 Química
2301.13 Espectroscopia de Microondas
2307 Química Física
description Producción Científica
publishDate 2018
dc.date.none.fl_str_mv 2018
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/draft
format article
status_str draft
dc.identifier.none.fl_str_mv https://doi.org/10.1002/chem.201704644
http://uvadoc.uva.es/handle/10324/46232
url https://doi.org/10.1002/chem.201704644
http://uvadoc.uva.es/handle/10324/46232
dc.language.none.fl_str_mv Español
language_invalid_str_mv Español
dc.relation.none.fl_str_mv https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201704644
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley-V C H Verlag Gmbh
publisher.none.fl_str_mv Wiley-V C H Verlag Gmbh
dc.source.none.fl_str_mv reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolid
instname:Universidad de Valladolid
instname_str Universidad de Valladolid
reponame_str UVaDOC. Repositorio Documental de la Universidad de Valladolid
collection UVaDOC. Repositorio Documental de la Universidad de Valladolid
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.301603

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