[5]Helicene-rhodamine 6 G hybrid-based sensor for ultrasensitive Hg2+ detection and its biological applications

Petdum, Anuwut; Faichu, Natchawat; Sirirak, Jitnapa; Khammultri, Praetip; Promarak, Vinich; Panchan, Waraporn; Sooksimuang, Thanasat; Charoenpanich, Adisri; Wanichacheva, Nantanit

doi:10.1016/j.jphotochem.2020.112473

Cited by 17 publications

(4 citation statements)

References 39 publications

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“…Helicenes are chiral; as a result, they are expected to have specific functionalities. Recently, helicenes have been widely applied in various fields [ 1 , 2 , 3 , 4 , 5 ], such as organic semiconductors [ 6 , 7 , 8 , 9 , 10 ], asymmetric catalysis [ 11 , 12 , 13 , 14 , 15 , 16 ], and molecular recognition [ 17 , 18 , 19 , 20 , 21 , 22 ], due to their diverse functionalities in materials. Many studies have also been reported on self-assembly phenomena at metal surfaces [ 23 , 24 , 25 , 26 ] caused by interactions with the π-orbitals of helicenes.…”

Section: Introductionmentioning

confidence: 99%

Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis

Nishide

Hayashi

2022

Nanomaterials

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The intrinsic dynamic and static nature of the π···π interactions between the phenyl groups in proximity of helicenes 3–12 are elucidated with the quantum theory of atoms-in-molecules dual functional analysis (QTAIM-DFA). The π···π interactions appear in C-*-C, H-*-H, and C-*-H, with the asterisks indicating the existence of bond critical points (BCPs) on the interactions. The interactions of 3–12 are all predicted to have a p-CS/vdW nature (vdW nature of the pure closed-shell interaction), except for 2Cbay-*-7Cbay of 10, which has a p-CS/t-HBnc nature (typical-HBs with no covalency). (See the text for definition of the numbers of C and the bay and cape areas.) The natures of the interactions are similarly elucidated between the components of helicene dimers 6:6 and 7:7 with QTAIM-DFA, which have a p-CS/vdW nature. The characteristic electronic structures of helicenes are clarified through the natures predicted with QTAIM-DFA. Some bond paths (BPs) in helicenes appeared or disappeared, depending on the calculation methods. The static nature of Ccape-*-Ccape is very similar to that of Cbay-*-Cbay in 9–12, whereas the dynamic nature of Ccape-*-Ccape appears to be very different from that of Cbay-*-Cbay. The results will be a guide to design the helicene-containing materials of high functionality.

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Section: Introductionmentioning

confidence: 99%

Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis

Nishide

Hayashi

2022

Nanomaterials

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“…The sensing mechanism of these probes is mainly based on the Hg 2+ ion-induced structural conversion between the spirocyclic and open-cycle forms of rhodamine unit. 146–149 Recently, Vanjare et al 150 have designed and synthesized a novel kind of rhodamine-based fluorescent probe of Hg 2+ ions based on a rhodamine 6 G molecule. As shown in Fig.…”

Section: Fluorescent Sensors Based On the Mercury-induced Reactionmentioning

confidence: 99%

Recent advances in fluorescent materials for mercury(ii) ion detection

Zhou

2023

RSC Adv.

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“…In order to perform determination procedures by fluorescence spectroscopy, the selectivity of fluorescent sensor is an important behavior and should be evaluated. [21] Firstly, the selectivity of compound 2 (50 μmol L À 1 ) was evaluated in DMSO:water (pH:6.0) by UV-Vis spectroscopy after treatment with 100 μmol L À 1 various tri-, di-and monovalent metal ions such as Al 3 + , Cr 3 + , Fe 3 + , Au 3 + , Ga 3 + , In 3 + , As 3 + , Pd 2 + , Co 2 + , Pb 2 + , Mn 2 + , Fe 2 + , Zn 2 + , Ni 2 + , Cu 2 + , Ca 2 + , Cd 2 + , Hg 2 + , Ba 2 + , Mg 2 + , Li + , Na + , K + , Cs + , and Ag + (Figure 2a). As seen in Figure 2a, the absorption spectrum of compound 2 importantly changed after treatment with Ag + while other tested competitive metals did not affect the absorption spectrum.…”

Section: Fluorescent Sensor Behaviors Of Compoundmentioning

confidence: 99%

A Novel Selective “Turn‐On” Fluorescent Chemosensor Based on Thiophene Appended Cyclotriphosphazene Schiff Base for Detection of Ag⁺ Ions

Tümay

2021

ChemistrySelect

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The salicylaldehyde-functionalized cyclotriphosphazene (1) and thiophene appended cyclotriphosphazene based Schiff base (2) were designed and synthesized. The characterizations were carried out via MALDI-TOF, FTIR, 13 C, 31 P and 1 H NMR. The photophysical behavior of compound 2 was evaluated by UV-Vis absorption, time-resolved fluorescence, excitation-emission matrix (EEM) analysis, steady-state fluorescence, and 3Dfluorescence spectroscopies. Compound 2 demonstrated selective fluorescence "turn-on" response at 427 nm towards to Ag + ion when the tested competitive species did not affect fluorescence signal. The binding and sensing mechanisms were evaluated by DFT calculations which approved that the PET process between C=N and fluorophore groups was inhibited, and the fluorescence "turn-on" response was obtained with the contribution of CHEF after 1 : 1 coordination of compound 2 with Ag + ion. The LOD and LOQ were calculated as 3.15 and 9.45 μmol L À 1 , respectively in the linear range of 9.35-210.00 μmol L À 1 Ag + ions. The practical application of compound 2 for Ag + determination was successfully performed in environmental waters after optimization of measurement conditions. The obtained results approved that compound 2 is a selective fluorescent sensor for Ag + ions and it can be used for spectrofluorimetric Ag + determination in real samples. Importantly, according to the literature, this report is the first example of cyclotriphosphazene based fluorescent sensor for Ag + ion.

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[5]Helicene-rhodamine 6 G hybrid-based sensor for ultrasensitive Hg2+ detection and its biological applications

Cited by 17 publications

References 39 publications

Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis

Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis

Recent advances in fluorescent materials for mercury(ii) ion detection

A Novel Selective “Turn‐On” Fluorescent Chemosensor Based on Thiophene Appended Cyclotriphosphazene Schiff Base for Detection of Ag⁺ Ions

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[5]Helicene-rhodamine 6 G hybrid-based sensor for ultrasensitive Hg2+ detection and its biological applications

Cited by 17 publications

References 39 publications

Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis

Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis

Recent advances in fluorescent materials for mercury(ii) ion detection

A Novel Selective “Turn‐On” Fluorescent Chemosensor Based on Thiophene Appended Cyclotriphosphazene Schiff Base for Detection of Ag+ Ions

Contact Info

Product

Resources

About

A Novel Selective “Turn‐On” Fluorescent Chemosensor Based on Thiophene Appended Cyclotriphosphazene Schiff Base for Detection of Ag⁺ Ions