6533b873fe1ef96bd12d56a4
RESEARCH PRODUCT
Azobenzene-based difunctional halogen-bond donor: Towards the engineering of photoresponsive co-crystals
Gabriella CavalloGiancarlo TerraneoArri PriimagiTullio PilatiPierangelo MetrangoloMarco SacconeGiuseppe Resnatisubject
Halogen bondPhotoisomerizationChemistryhalogen-bonded co-crystalsupramolecular photoresponsive materials designIntermolecular forceMetals and AlloysSupramolecular chemistryContext (language use)photoisomerizationCrystal structurePhotochemistryAtomic and Molecular Physics and OpticsElectronic Optical and Magnetic Materialschemistry.chemical_compoundAzobenzeneMaterials ChemistryMoleculeSettore CHIM/07 - Fondamenti Chimici Delle Tecnologiedescription
Halogen bonding is emerging as a powerful non-covalent interaction in the context of supramolecular photoresponsive materials design, particularly due to its high directionality. In order to obtain further insight into the solid-state features of halogen-bonded photoactive molecules, three halogen-bonded co-crystals containing an azobenzene-based difunctional halogen-bond donor molecule, (E)-bis(4-iodo-2,3,5,6-tetrafluorophenyl)diazene, C12F8I2N2, have been synthesized and structurally characterized by single-crystal X-ray diffraction. The crystal structure of the non-iodinated homologue (E)-bis(2,3,5,6-tetrafluorophenyl)diazene, C12H2F8N2, is also reported. It is demonstrated that the studied halogen-bond donor molecule is a reliable tecton for assembling halogen-bonded co-crystals with potential photoresponsive behaviour. The azo group is not involved in any specific intermolecular interactions in any of the co-crystals studied, which is an interesting feature in the context of enhanced photoisomerization behaviour and photoactive properties of the material systems.
year | journal | country | edition | language |
---|---|---|---|---|
2014-01-01 |