TY - JOUR A1 - Göbel, Dominik A1 - Friedrich, Marius A1 - Lork, Enno A1 - Nachtsheim, Boris J. T1 - Clickable azide-functionalized bromoarylaldehydes – synthesis and photophysical characterization JF - Beilstein Journal of Organic Chemistry PY - 2020/// VL - 16 SP - 1683 EP - 1692 SN - 1860-5397 DO - 10.3762/bjoc.16.139 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.16.139 KW - bromoarylaldehydes KW - click-chemistry KW - fluorenes KW - fluorescence KW - phosphorescence N2 - Herein, we present a facile synthesis of three azide-functionalized fluorophores and their covalent attachment as triazoles in Huisgen-type cycloadditions with model alkynes. Besides two ortho- and para-bromo-substituted benzaldehydes, the azide functionalization of a fluorene-based structure will be presented. The copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) of the so-synthesized azide-functionalized bromocarbaldehydes with terminal alkynes, exhibiting different degrees of steric demand, was performed in high efficiency. Finally, we investigated the photophysical properties of the azide-functionalized arenes and their covalently linked triazole derivatives to gain deeper insight towards the effect of these covalent linkers on the emission behavior. ER -