biostudies-literatureUnknown12Ion AE4'-Azulenyl-substituted terpyridines were efficiently synthesized following the Kröhnke methodology via azulenylchalcone intermediates. These azulenyl-containing terpyridines showed fluorescent emission with a fluorescence quantum yield varying from 0.14, in the case of parent terpyridine, to 0.64 when methyl groups are grafted on the azulenyl seven-membered ring. According to the crystal structures and TDDFT calculations, different twisting of the aromatic constituents is responsible for the observed fluorescent behavior. The electrochemical profile contains one-electron oxidation/reduction steps, which can only be explained on the basis of the redox behavior of the azulene unit. The ability of the 4'-azulenyl 2,2':6',2″-terpyridine to bind poisoning metal cations was studied by UV-vis tiBeilstein journal of organic chemistry1812-1825https://www.ebi.ac.uk/biostudies/studies/S-EPMC5082674biostudies-literatureSynthesis and properties of fluorescent 4'-azulenyl-functionalized 2,2':6',2″-terpyridines.PMC5082674Bala DBangesh MMihailciuc CCristian LVoicescu MIon AENica SMadalan AMfalseSynthesis and properties of fluorescent 4'-azulenyl-functionalized 2,2':6',2″-terpyridines.4'-Azulenyl-substituted terpyridines were efficiently synthesized following the Kröhnke methodology via azulenylchalcone intermediates. These azulenyl-containing terpyridines showed fluorescent emission with a fluorescence quantum yield varying from 0.14, in the case of parent terpyridine, to 0.64 when methyl groups are grafted on the azulenyl seven-membered ring. According to the crystal structures and TDDFT calculations, different twisting of the aromatic constituents is responsible for the observed fluorescent behavior. The electrochemical profile contains one-electron oxidation/reduction steps, which can only be explained on the basis of the redox behavior of the azulene unit. The ability of the 4'-azulenyl 2,2':6',2″-terpyridine to bind poisoning metal cations was studied by UV-vis ti2016-01-01T00:00:00Z20162025-04-27T01:54:00.162Z2019-03-27T02:27:40ZS-EPMC50826742782988810.3762/bjoc.12.171