Synthesis of mono-(p-dimethylamino)styryl-containing BOPHY dye for a turn-on pH sensor
Mono-substitutional bis(difluoroboron)1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine (BOPHY) 3a with a (p-dimethylamino)styryl group in the α-position was confirmed to be synthesized by the Knoevenagel-type condensation. Dimethylamino-containing BOPHY dye 3a is almost non-fluorescent by the ICT effect. Upon the protonation of the tertiary amine function of 3a, the strong fluorescence (Φf = 0.98) was released and the fluorescence intensity was dramatically increased by one thousand fold. BOPHY 3a can be used as a pH probe. This journal is
Highly fluorescent BF2 complexes of hydrazine-schiff base linked bispyrrole
A series of BF2 complexes of hydrazine-Schiff base linked bispyrrole have been prepared from a simple two-step reaction from commercially available substances and are highly fluorescent in solution, film, and solid states with larger Stokes shift and excellent photostabilities comparable or even super to those of their BODIPY analogues. These resultant fluorescent dyes are highly susceptible to the postfunctionalization, as demonstrated in this work via the Knoevenagel condensation to introducing functionalities or tether groups to the chromophore.