A novel spirobifluorene
derivative bearing two bissulfonamido groups
is successfully synthesized by Sonogashira coupling. This compound
exhibits a strong fluorescence quenching by Cu(II) ion in a 50% mixture
between acetonitrile and 20 mM pH 7.0
N
-(2-hydroxyethyl)piperazine-
N
′-ethanesulfonic acid (HEPES) buffer with a detection
limit of 98.2 nM. However, this sensor also shows ratiometric signal
shifts from blue to yellow in the presence of Zn(II), Pb(II), and
Hg(II) ions. The static quenching mechanism is verified by the signal
reversibility using ethylenediaminetetraacetic acid (EDTA) and the
Stern–Volmer plots at varying temperatures. The Cu(II)–spirobifluorene
complex shows a highly selective fluorescence enhancement upon the
addition of CN
–
ion with the detection limit of
390 nM. The application of this complex for quantitative analysis
of spiked CN
–
ion in real water samples resulted
in good recoveries.
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