2-Nitro- and 4-fluorocinnamaldehyde based receptors as naked-eye chemosensors to potential molecular keypad lock

Abstract

New-generation chemosensors desire small organic molecules that are easy to synthesise and cost-effective. As a new interdisciplinary area of research, the integration of these chemosensors into keypad locks or other advanced communication protocols is becoming increasingly popular. Our lab has developed new chemosensor probes that contain 2-nitro- (1–3) and 4-fluoro-cinnamaldehyde (4–6) and applied them to the anion recognition and sensing process. Probes 1–6 are colorimetric sensors for naked-eye detection of AcO−/CN−/F−, while probes 4–6 could differentiate between F− and AcO−/CN− anions in acetonitrile. Using the density functional theory (DFT), it was found that probes 1–6 acted as effective chemosensors. By using Probe 5 as a chemosensor, we explored colorimetric recognition of multiple anions in more detail. Probe 5 was tested in combination with a combinatorial approach to demonstrate pattern-generation capability and its ability to distinguish among chemical inputs based on concentration. After pattern discrimination using principal component analysis (PCA), we examined anion selectivity using DFT computation. In our study, probe 5 demonstrates excellent performance as a chemosensor and shows promise as a future molecular-level keypad lock system.

The high fluorescence sensitivity property and quenching mechanism of one-dimensional Cd-HCIA-1 sensor for nitrobenzene

“…59 In Fig. 8(a), 0.578 electrons were transferred from Cd-HCIA-1 to NB, 60 which indicated a strong intermolecular electron transfer and a π → π* unidirectional charge-transfer excitation from Cd-HCIA-1 to the NB direction, 61,62 resulting in fluorescence quenching of Cd-HCIA-1 and detection of NB.…”

Enhancing Control Over Nitric Oxide Photorelease via a Molecular Keypad Lock

“…In contrast to a logic gate, the output signals are not only dependent on the combination of inputs (=logic gate) but also on the order of these inputs. As of yet, molecular keypad locks have mainly been applied in chemical sensing, typically with an optical output but not a chemical output [6,12–16] . Pischel and coworkers reported one example that can be considered as a molecular keypad lock with a chemical output [17] .…”

“…As of yet, molecular keypad locks have mainly been applied in chemical sensing, typically with an optical output but not a chemical output. [6,[12][13][14][15][16] Pischel and coworkers reported one example that can be considered as a molecular keypad lock with a chemical output. [17] They introduced a supramolecular system that is addressed by light and 1-aminoadamantane (ii) as inputs (Figure 1a).…”

Synthesis and evaluation of novel xanthene‐based thiazoles as potential antidiabetic agents

“…[2] Due to the increased need to discover potent inhibitors, enzyme inhibition studies have gained great importance in evaluating the newly synthesized molecules as future drug candidates. [3][4][5] Previous studies reported that thiosemicarbazones derivatives have exhibited numerous pharmacological activities including anti-urease, [6][7][8][9] chemosensing, [10][11][12][13][14] antibacterial, [15] antifungal, [16,17] anticancer, [18,19] anticholinesterase, [20,21] and antidiabetic activity. [22,23] Since compounds carrying thiazole moiety, obtained by cyclization of thiosemicarbazones derivatives, have been reported to exhibit a broad biological spectrum, the synthesis of new thiazole derivatives has been targeted for the inhibition of important enzymes involved in the biochemical mechanism of diseases such as Alzheimer's and diabetes.…”