English   español  
Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/101567
COMPARTIR / IMPACTO:
Estadísticas
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar a otros formatos:
Título

Solvent effects on guanidinium-anion interactions and the problem of guanidinium Y-aromaticity

AutorRozas, Isabel; Sánchez-Sanz, Goar; Alkorta, Ibon ; Elguero, José
Palabras claveDensity functional theory
Guanidinium
Hydrogen bonds
Y-aromaticity
Solvation
Fecha de publicación2013
EditorJohn Wiley & Sons
CitaciónJournal of Physical Organic Chemistry 26: 378- 385 (2013)
ResumenWe have calculated the complexes formed by guanidine/guanidinium and HCl/Cl-, HNO3/NO3 - and H 2SO4/HSO4 - both in the gas and aqueous Polarizable Continuum Model (PCM) phase to understand the effect that solvation has on their interaction energies. In the gas phase, the cation-anion complexes are much more stable than the rest; however, when PCM-water is considered, this energetic difference is not as large due to the extra stabilization that the ions suffer when in aqueous solution. All the complexes were analyzed in terms of their AIM and NBO properties. In all cases, water solvation seems to >dampen> those properties observed in the gas phase. The values of Nucleus Independent Chemical Shift (NICS)(1) and NICS(2) indicate a huge influence of the proximity of the carbon atom for short distances; thus, the 3D NICS values on the van der Waal isosurfaces have been used to evaluate the possible Y-aromaticity of the guanidinium system. The isosurface in this system is more similar to cyclohexane than to benzene as indication of poor aromaticity.
URIhttp://hdl.handle.net/10261/101567
DOI10.1002/poc.3099
Identificadoresdoi: 10.1002/poc.3099
issn: 0894-3230
e-issn: 1099-1395
Aparece en las colecciones: (IQM) Artículos
Ficheros en este ítem:
Fichero Descripción Tamaño Formato  
accesoRestringido.pdf15,38 kBAdobe PDFVista previa
Visualizar/Abrir
Mostrar el registro completo
 

Artículos relacionados:


NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.