Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations

The role of inter- and intramolecular hydrogen bonding is very important for defining the reactivity of a great diversity of structures. In aromatic nucleophilic substitutions (SNAr) with amines in aprotic solvents, the attendance of hydrogen bond interactions (solute-solute and solute-solvent) has...

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Detalles Bibliográficos
Publicado: 2009
Materias:
2-Guanidinobenzimidazole
Ab-initio calculations
Aromatic nucleophilic substitution
Hydrogen bonded nucleophiles
Mixed-aggregates
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v896_n1-3_p18_Bergero
http://hdl.handle.net/20.500.12110/paper_01661280_v896_n1-3_p18_Bergero
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_01661280_v896_n1-3_p18_Bergero
record_format dspace
spelling paper:paper_01661280_v896_n1-3_p18_Bergero2023-06-08T15:15:25Z Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations 2-Guanidinobenzimidazole Ab-initio calculations Aromatic nucleophilic substitution Hydrogen bonded nucleophiles Mixed-aggregates The role of inter- and intramolecular hydrogen bonding is very important for defining the reactivity of a great diversity of structures. In aromatic nucleophilic substitutions (SNAr) with amines in aprotic solvents, the attendance of hydrogen bond interactions (solute-solute and solute-solvent) has been proposed to understand kinetic results. In order to hold up recently reported experimental results on SNAr, in this paper we study structural and electronic properties of the aromatic polyamine 2-guanidinobenzimidazole, the aprotic polar solvent molecule dimethylsulphoxide and their interactions. Semi-empirical and ab-initio density functional theory calculations were performed to investigate, in particular, the possibility of hydrogen bond formation. It is found that 2-guanidinobenzimidazole presents intra- and intermolecular hydrogen bond formation leading to homo 2-GB and mixed solute-solvent dimers; being the latter energetically slightly more favorable than the former one. © 2008 Elsevier B.V. All rights reserved. 2009 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v896_n1-3_p18_Bergero http://hdl.handle.net/20.500.12110/paper_01661280_v896_n1-3_p18_Bergero
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 2-Guanidinobenzimidazole
Ab-initio calculations
Aromatic nucleophilic substitution
Hydrogen bonded nucleophiles
Mixed-aggregates
spellingShingle 2-Guanidinobenzimidazole
Ab-initio calculations
Aromatic nucleophilic substitution
Hydrogen bonded nucleophiles
Mixed-aggregates
Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations
topic_facet 2-Guanidinobenzimidazole
Ab-initio calculations
Aromatic nucleophilic substitution
Hydrogen bonded nucleophiles
Mixed-aggregates
description The role of inter- and intramolecular hydrogen bonding is very important for defining the reactivity of a great diversity of structures. In aromatic nucleophilic substitutions (SNAr) with amines in aprotic solvents, the attendance of hydrogen bond interactions (solute-solute and solute-solvent) has been proposed to understand kinetic results. In order to hold up recently reported experimental results on SNAr, in this paper we study structural and electronic properties of the aromatic polyamine 2-guanidinobenzimidazole, the aprotic polar solvent molecule dimethylsulphoxide and their interactions. Semi-empirical and ab-initio density functional theory calculations were performed to investigate, in particular, the possibility of hydrogen bond formation. It is found that 2-guanidinobenzimidazole presents intra- and intermolecular hydrogen bond formation leading to homo 2-GB and mixed solute-solvent dimers; being the latter energetically slightly more favorable than the former one. © 2008 Elsevier B.V. All rights reserved.
title Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations
title_short Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations
title_full Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations
title_fullStr Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations
title_full_unstemmed Hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: Study based on density functional theory calculations
title_sort hydrogen bonding in aromatic polyamine 2-guanidinobenzimidazole: study based on density functional theory calculations
publishDate 2009
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v896_n1-3_p18_Bergero
http://hdl.handle.net/20.500.12110/paper_01661280_v896_n1-3_p18_Bergero
_version_ 1768544590016544768

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