Intramolecular π-π Interactions in Flexibly Linked Partially Fluorinated Bisarenes in the Gas Phase
| Autor: | Marvin Linnemannstöns, Norbert W. Mitzel, Jannik Paulus, Beate Neumann, Hans-Georg Stammler, Jan Hendrick Nissen, Sebastian Blomeyer |
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| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Gas electron diffraction Chemistry Hydrosilylation Intermolecular force General Chemistry 010402 general chemistry Photochemistry 01 natural sciences Catalysis Coupling reaction 0104 chemical sciences Crystallography chemistry.chemical_compound Electron diffraction Intramolecular force Molecule Conformational isomerism |
| Popis: | Using hydrosilylation and C-C coupling reactions, three compounds with phenyl and perfluoro¬phenyl rings bridged by (CH2)3 and (CH2)2SiMe2 units were synthesized. Their solid-state structures are domi¬nated by intermolecular π-stacking interactions, primarily leading to dimeric or chain-type aggregates. Structures of the free molecules de¬termined by gas-phase electron diffraction reveal the most abun¬dant conformer to be significantly stabilized by intra¬mole¬cular π-π-interactions. For the silicon compounds structures charac¬te¬ri¬-zed by σ-π inter¬actions between a methyl and (perfluoro)-phenyl groups are next higher in energy and cannot be excluded completely by the GED experiments. C6H6(CH2)3C6F5 in contrast is composed of a single conformer. The gas-phase structures serve as reference for the evaluation of a series of (dis¬persion-corrected) quantum-chemi¬cal methods. |
| Databáze: | OpenAIRE |
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