Back to Search
Start Over
Intramolecular π-π Interactions in Flexibly Linked Partially Fluorinated Bisarenes in the Gas Phase.
- Source :
-
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2017 Oct 16; Vol. 56 (43), pp. 13259-13263. Date of Electronic Publication: 2017 Sep 19. - Publication Year :
- 2017
-
Abstract
- Three compounds with phenyl and pentafluorophenyl rings bridged by (CH <subscript>2</subscript> ) <subscript>3</subscript> and (CH <subscript>2</subscript> ) <subscript>2</subscript> SiMe <subscript>2</subscript> units were synthesized by hydrosilylation and C-C coupling reactions. Their solid-state structures are dominated by intermolecular π stacking interactions, primarily leading to dimeric or chain-type aggregates. Analysis of free molecules in the gas phase by electron diffraction revealed the most abundant conformer to be significantly stabilized by intramolecular π-π interactions. For the silicon compounds, structures characterized by σ-π interactions between methyl and pentafluorophenyl groups are second lowest in energy and cannot be excluded completely by the gas electron diffraction experiments. C <subscript>6</subscript> H <subscript>5</subscript> (CH <subscript>2</subscript> ) <subscript>3</subscript> C <subscript>6</subscript> F <subscript>5</subscript> , in contrast, is present as a single conformer. The gas-phase structures served as a reference for the evaluation of a series of (dispersion-corrected) quantum-chemical calculations.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Details
- Language :
- English
- ISSN :
- 1521-3773
- Volume :
- 56
- Issue :
- 43
- Database :
- MEDLINE
- Journal :
- Angewandte Chemie (International ed. in English)
- Publication Type :
- Academic Journal
- Accession number :
- 28834050
- Full Text :
- https://doi.org/10.1002/anie.201707716