Hydrogen bond and the resonance effect on the formamide-water complexes

Autor(es)

Parreira, Renato L. T. ^{[1, 2]} ; Caramori, Giovanni F. ^[3] ; Morgon, Nelson H. ^[4] ; Galembeck, Sergio E. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP - Brazil

^[2] Ctr Univ Claretiano, CEUCLAR, BR-14300000 Batatais, SP - Brazil

^[3] Univ Fed Santa Catarina, CFM, Dept Quim, BR-88040900 Florianopolis, SC - Brazil

^[4] Univ Estadual Campinas UNICAMP, Inst Quim, BR-13083970 Campinas, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: International Journal of Quantum Chemistry; v. 112, n. 5, p. 1401-1420, MAR 5 2012.
• Citações Web of Science: 5

Resumo

The interaction of formamide and the two transition states of its amide group rotation with one, two, or three water molecules was studied in vacuum. Great differences between the electronic structure of formamide in its most stable form and the electronic structure of the transition states were noticed. Intermolecular interactions were intense, especially in the cases where the solvent interacted with the amide and the carbonyl groups simultaneously. In the transition states, the interaction between the lone pair of nitrogen and the water molecule becomes important. With the aid of the natural bond orbitals, natural resonance theory, and electron localization function (ELF) analyses an increase in the resonance of planar formamide with the addition of successive water molecules was observed. Such observation suggests that the hydrogen bonds in the formamidewater complexes may have some covalent character. These results are also supported by the quantitative ELF analyses. (C) 2011 Wiley Periodicals, Inc. Int J Quantum Chem, 2012 (AU)

• Processo FAPESP: 06/06035-7 - Utilização de nanocompósitos para armazenamento e conversão de energia: um estudo teórico-experimental
• Beneficiário: Renato Luis Tame Parreira
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 08/02677-0 - Estudo computacional da interação entre inibidores não nucleosídeos da transcriptase reversa do vírus HIV-1 com aminoácidos do sítio inibitório
• Beneficiário: Sergio Emanuel Galembeck
• Modalidade de apoio: Auxílio à Pesquisa - Regular