Particularly strong C-H center dot center dot center dot pi interactions between benzene and all-cis 1,2,3,4,5,6-hexafluorocyclohexane

Autor(es)

Cormanich, Rodrigo A. ^{[1, 2]} ; Keddie, Neil S. ^[2] ; Rittner, Roberto ^[1] ; O'Hagan, David ^[2] ; Buehl, Michael ^[2]

Afiliação do(s) autor(es)

^[1] Univ Estadual Campinas, Inst Chem, BR-13083970 Campinas, SP - Brazil

^[2] Univ St Andrews, EastChem Sch Chem, St Andrews KY16 95T, Fife - Scotland

• Tipo de documento: Artigo Científico
• Fonte: Physical Chemistry Chemical Physics; v. 17, n. 44, p. 29475-29478, 2015.
• Citações Web of Science: 10

Resumo

We present the first high-level ab initio benchmark study of the interaction energy between fluorocyclohexanes and benzene. These compounds form CH center dot center dot center dot pi interactions with aromatic solvents which causes notable shielding of the axial cyclohexane protons. For the recently synthesised all-cis 1,2,3,4,5,6-hexafluorocyclohexane the interaction energy with benzene amounts to -7.9 kcal mol(-1) and -6.4 kcal mol(-1) at the MP2 and SCS-MP2 levels, respectively (extrapolated to the complete basis set limit), which according to dispersion-corrected density functional calculations, is largely due to dispersion. (AU)

• Processo FAPESP: 11/01170-1 - Estudos físico-químicos de compostos orgânicos: interações de longa distância e análise conformacional de compostos organofluorados
• Beneficiário: Rodrigo Antonio Cormanich
• Modalidade de apoio: Bolsas no Brasil - Doutorado
• Processo FAPESP: 14/25903-6 - Estudos de estrutura molecular de alguns aminoácidos e dipeptídios
• Beneficiário: Roberto Rittner Neto
• Modalidade de apoio: Auxílio à Pesquisa - Regular