1 research outputs found
Synthesis and electronic properties of π-extended flavins
Flavin derivatives with an extended π-conjugation were synthesized in moderate to good yields from aryl
bromides via a Buchwald–Hartwig palladium catalyzed amination protocol, followed by condensation of the
corresponding aromatic amines with violuric acid. The electronic properties of the new compounds were
investigated by absorption and emission spectroscopy, cyclic voltammetry, density functional theory (DFT)
and time dependent density functional theory (TDDFT). The compounds absorb up to 550 nm and show
strong luminescence. The photoluminescence quantum yields Ï•PL measured in dichloromethane reach 80%
and in PMMA (poly(methyl methacrylate)) 77%, respectively, at ambient temperature. The electrochemical
redox behaviour of π-extended flavins follows the mechanism previously described for the parent flavin