RESUMO
Heptagon-embedded polycyclic aromatic dicarboximides were developed as new push-pull fluorescent dyes through palladium-catalysed [4+3] annulation followed by nucleophilic substitution. The introduction of a seven-membered ring in these push-pull systems can efficiently modulate the optical properties leading to an enhancement of the fluorescence quantum yields up to 0.93 with color tunable emission covering the visible-NIR spectrum.
Assuntos
Corantes Fluorescentes , Paládio , Catálise , Espectrometria de FluorescênciaRESUMO
A new synthetic approach for the synthesis of indolo[2,3-b]quinolines and benzothieno[2,3-b]quinolines has been developed by employing the freshly prepared o-alkynylisocyanobenzenes derived from o-alkynylformamide derivatives as substrates. The synthetic transformations involved chloride-ion-triggered 6-endo cyclization of o-alkynylisocyanobenzenes to generate 2-chloroquinolines in situ, which further cyclized intramolecularly with nitrogen or sulfur atom via a cascade process to provide the corresponding indolo[2,3-b]quinolines and benzothieno[2,3-b]quinolines, respectively, in moderate to excellent yields.