An ampyrone based azo dye as pH-responsive and chemo-reversible colorimetric fluorescent probe for Al³⁺ in semi-aqueous medium: implication towards logic gate analysis

Abstract

A novel ampyrone based azo dye, 4-((6-hydroxybenzo[d][1,3]dioxol-5-yl)diazenyl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (1), was synthesized by coupling sesamol and 4-amino antipyrine (ampyrone).

A novel bifunctional chemosensor for bioimaging in living cells with highly sensitive colorimetric and fluorescence detection of CN− and Al3+

“…The binding constant of 1o and Al 3+ was calculated from the fluorescence titration to be 3.4 Â 10 4 L mol À1 and the detection limit was 3 Â 10 À9 mol L À1 (Fig. S8, ESI †).The relatively low detection limit of 1o compared to recently reported Al 3+ sensors (Table S2, ESI †) 40,[71][72][73][74] indicates its potential use as a chemosensor for Al 3+ monitoring. Similarly, we used 1 H NMR titration analysis to further investigate the binding mechanism of 1o and Al 3+ .…”

Fluorescent Azobenzene-Containing Compounds: From Structure to Mechanism

“…Studies have demonstrated that azobenzene-containing heteroatomic coordination has a similar locking effect. In a series of organometallic azobenzene Pd(II) complexes 44 (Figure 20) [102][103][104][105], cyclopalladation increases the rigidity of the azo bonds, thus reducing the efficiency of photoisomerization and leading to fluorescence. The lone pair electrons of the N atom in boron-substituted azobenzenes 45-47 can be used to form an N-B coordination bond, and the N-B action restricts the rotation of the N-C bond, thus inhibiting photoisomerization.…”

Thiadiazole Functionalized Salicylaldehyde-Schiff Base as a pH-responsive and chemo-reversible “Turn-Off” fluorescent probe for selective cu (II) detection: Logic Gate Behaviour and Molecular Docking Studies

“…Therefore, in continuation to our ongoing research interest aiming towards the development of reasonably low cost and e cient uorescent-colorimetric probes [33][34][35], we have designed and synthesized a Schiff base chemoreceptor (SB-1) by employing 5-amino-1,3,4-thiadiazole-2(3H)-thione and 3,5-dichlorosalicylaldehyde as reaction precursors. The probe displays selective uorescence "turn-off" behaviour upon coordinating with Cu 2+ ions and successfully allows "naked-eye' detection of Cu 2+ ions by inducing instant visible colour change from yellow to dark red in the corresponding solution.…”