Bifunctional Cu²⁺/Fe³⁺ Probe with Independent Signal Outputs Based on a Photochromic Diarylethene with a Dansylhydrazine Unit

Abstract

A novel dual-response fluorescent sensor based on a diarylethene photoswitching unit and a dansylhydrazine functional group has been synthesized. The compound exhibited high selectivity for Fe 3+ and Cu 2+ with independent fluorescence signal outputs. In the presence of Fe 3+ , the sensor formed a 1:1 metal complex, resulting in a remarkable “turn-off” fluorescence signal. On the other hand, its fluorescence intensity was notably enhanced (turn-on) and a color change from bright yellow to bright blue was observed when the sensor interacted with Cu 2+ , which was due to the hydrolysis reaction of the dansyl acid dye, as confirmed by high-resolution mass spectrometry–electrospray ionization and infrared spectrum. The detection limits were 9.73 × 10 –8 mol L –1 for Fe 3+ and 3.49 × 10 –7 mol L –1 for Cu 2+ , respectively. From the unimolecular platform, two molecular logic circuits were constructed using the fluorescence emission intensity at 557/494 nm (Fe 3+ /Cu 2+ ) as the outputs and the combined stimuli of Fe 3+ /ethylenediaminetetraacetic acid, Cu 2+ , and UV/vis as the inputs. In addition, the sensor was successfully used to determine Fe 3+ in water samples from Ganjiang River and soil samples from Nanchang fields.

A multifunctional basic pH indicator probe for distinguishable detection of Co2+, Cu2+and Zn2+with its utility in mitotracking and monitoring cytoplasmic viscosity in apoptotic cells

“…In the past literature, many bi-functional receptors for selective detection of Fe 3+ , Co 2+ , Cu 2+ and Hg 2+ are reported. [14][15][16][17] However, very scarce research is performed in the field of single receptors which have the potential of targeting multiple metal ions. [18][19][20] This motivated us to devise a system to discriminate Co 2+ , Cu 2+ , and Zn 2+ ions.…”

Synthesis and application of near-infrared dyes based on sulfur-substituted dicyanomethylene-4H-chromene and diarylethene

“…Typically, the fluorinecontaining diarylethenes are connected with fluorescent chromophores through single bonds, and this process is associated with huge energy loss in the fluorescence emission process. [11][12][13][14] To overcome this drawback, it is essential to combine the fluorinecontaining diarylethene and the fluorescent chromophore with a p-conjugated linker, which can alter the emission wavelength and also reduce the energy loss. [15][16][17] Therefore, chromophores that can be conjugated to fluorine-containing diarylethenes are highly desirable and have gained significant focus.…”

Improving Ion Selectivity of 1,4,7-Triazacyclononane-Based Receptor by Zinc Coordination: “Turn-On” Chemosensor for Br– and Fe3+ Ions

“…Considerable efforts have been made on metal–organic frameworks (MOFs) − and through “turn-off” fluorescence mechanisms. , As far as we know, there are few fluorescent probes reported by fluorescence enhancement mechanisms . Designing and synthesizing a turn-on and water-soluble sensor is a challenging, because the fluorescence process involves several factors. − In addition, many multifunctional sensors for detecting ions have been reported so far. , However, there are no reports on bifunctional Fe 3+ /Br – ion probes.…”

“…27−29 In addition, many multifunctional sensors for detecting ions have been reported so far. 30,31 However, there are no reports on bifunctional Fe 3+ / Br − ion probes.…”