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RESEARCH PRODUCT

Connecting Electron-Deficient and Electron-Rich Aromatics to Support Intermolecular Interactions in Crystals

Arto ValkonenKari RissanenHai YiFangfang PanMarkus Albrecht

subject

Indole testHydrogen bondChemistryOrganic ChemistryIntermolecular forceElectronCrystal engineeringPhotochemistrychemistry.chemical_compoundIntramolecular forceAmidePolymer chemistryPi interactionPhysical and Theoretical Chemistry

description

Five compounds bearing electron-deficient pentafluorophenyl as well as electron-rich (salicylate or indole) aromatic moieties connected by amide or ester linkages were investigated by X-ray diffraction. In the crystals, various interactions (π–π, lone pair–π) between the different aromatic units are important structure controlling factors in addition to the stronger inter- or intramolecular hydrogen bonds induced by the amide and ester moieties. The hydrogen bonding leads to polymeric and macrocyclic assembly of the molecular building blocks.

yearjournalcountryeditionlanguage
2015-04-07European Journal of Organic Chemistry
https://doi.org/10.1002/ejoc.201500175