Theoretical Study of the C−F/π Interaction: Attractive Interaction between Fluorinated Alkane and an Electron-Deficient π-System

Autor:	Tadafumi Uchimaru, Shun-ichi Kawahara, Seiji Tsuzuki
Rok vydání:	2004
Předmět:	Alkane chemistry.chemical_classification chemistry.chemical_element Hexafluorobenzene Interaction energy Methane chemistry.chemical_compound chemistry Computational chemistry Fluorine Fluoromethane Molecule Physical chemistry Physical and Theoretical Chemistry Benzene
Zdroj:	The Journal of Physical Chemistry A. 108:6744-6749
ISSN:	1520-5215 1089-5639
DOI:	10.1021/jp047646o
Popis:	A molecular interaction between a methane/fluoromethane molecule and a benzene/hexafluorobenzene molecule was theoretically studied. Attractive interaction between the fluorine atom of the fluoromethane and the π-system of the hexafluorobenzene was observed (C−F/πF interaction, −2.43 kcal/mol in MP2/aug-cc-pVDZ). The attractive C−F/πF interaction energy was larger than that of the interaction between methane and benzene (C−H/πH interaction, −1.47kcal/mol). On the other hand, the very weak repulsive interaction was observed between the fluorine atom of the fluoromethane and the benzene (C−F/πH interaction, +0.12 kcal/mol). The interaction energies between methane and benzene (C−H/πH interaction, −1.47 kcal/mol) and between methane and hexafluorobenzene (C−H/πF interaction, −1.36 kcal/mol) were almost the same.
Databáze:	OpenAIRE
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