Inter- and intramolecular CF···C=O interactions on aliphatic and cyclohexane carbonyl derivatives

Inter- and intramolecular CF···C=O interactions on aliphatic and cyclohexane carbonyl derivatives

© 2015 Wiley Periodicals, Inc.

Bibliographische Detailangaben
Veröffentlicht in:Journal of computational chemistry. - 1984. - 37(2016), 1 vom: 05. Jan., Seite 25-33
1. Verfasser: Cormanich, Rodrigo A (VerfasserIn)
Weitere Verfasser: Rittner, Roberto, O'Hagan, David, Bühl, Michael
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2016
Zugriff auf das übergeordnete Werk:Journal of computational chemistry
Schlagworte:Journal Article Research Support, Non-U.S. Gov't CF···CO interactions organofluorine compounds stereoelectronic effects Cyclohexanes Hydrocarbons, Fluorinated Ketones Cyclohexane 48K5MKG32S
Beschreibung
Zusammenfassung:© 2015 Wiley Periodicals, Inc.
Weak inter- and intra- molecular C(δ+)F(δ-)···C(δ+)=O(δ-) interactions were theoretically evaluated in 4 different sets of compounds at different theoretical levels. Intermolecular CH3F···C=O interactions were stabilizing by about 1 kcal mol(-1) for various carbonyl containing functional groups. Intramolecular CF···C=O interactions were also detected in aliphatic and fluorinated cyclohexane carbonyl derivatives. However, the stabilization provided by intramolecular CF···C=O interactions was not enough to govern the conformational preferences of compounds 2-4
Beschreibung:Date Completed 28.06.2016
Date Revised 07.12.2015
published: Print-Electronic
Citation Status MEDLINE
ISSN:1096-987X
DOI:10.1002/jcc.23918