TY  - JOUR
AB  - Several ethylenedioxy-bridged bisarenes with a variety of type and number of aryl groups were synthesized to study non-co-va-lent dispersion-driven inter- and intramolecular aryl - aryl-interactions in the solid state and gas phase. Intramolecular interactions are pre-fe-rably found in the gas phase. DFT calculations of dispersion-cor-rec-ted energy scans for rotations around the ethy-lene-dioxy-bridge and optimized structures show larger inter-acting aromatic groups to in-crea-se the dispersion energy. Single molecule structures generally a-dopt folded conformations with short intramolecular aryl-aryl-con-tacts. Gas electron diffraction experiments were per-formed exem-pla-rily for 1-(pentafluorophenoxy)-2-(phenoxy)-ethane. A new pro-cedure for struc-ture refinement was developed to deal with the confor-ma-tional com-plexity of such molecules. The results are an experimental con-fir-ma-tion of the existence of folded conformations of this molecule with short -intramolecular aryl-aryl distances in the gas phase. Solid-state struc-tures are dominated by stret-ched structures with-out intra-mo-le-cular aryl - aryl-interactions but in-ter-actions with neigh--boring molecules. © 2020 Wiley-VCH GmbH.
DA  - 2020
DO  - 10.1002/chem.202003259
LA  - eng
IS  - 68
M2  - 16111
PY  - 2020
SP  - 16111-16121
T2  - Chemistry - A European Journal
TI  - Inter- and intramolecular aryl-aryl-interactions in partially fluorinated ethylenedioxy-bridged bisarenes
UR  - https://nbn-resolving.org/urn:nbn:de:0070-pub-29457730
Y2  - 2024-11-22T04:14:28
ER  -