A chemical sensor that can induce near-infrared red-shifted response represents a promising strategy for the design and development of anion probes. In this work, novel CH-controlled colorimetric probe 3 based on anthracene carboximide was developed for near-infrared detection of cyanide. Probe 3 consisted of CHCN binding site to anthracene carboximide fluorophore, and showed a significant visual change from yellow-green (535 nm) to deep violet (825 nm) with a larger redshift (≈ 290 nm) and fluorescence quenching at 480 nm and 520 nm upon interacting with cyanide. Job curves determined 1:1 binding stoichiometry of probe 3 with cyanide. Additonally, probe 3 detected cyanide ion conveniently in aqueous solution and could be reused after trifluoroacetic acid treatment. Colorimetric test paper was used to detect cyanide in aqueous solutions. The C-H deprotonation sensing mechanism was confirmed by H NMR titration. The near-infrared detection of cyanide by CH-controlled probes was founded for the first time.
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http://dx.doi.org/10.1007/s10895-021-02816-y | DOI Listing |
Chemistry
July 2024
Department of Organic Chemistry, Indian Institute of Science, Bangalore, 560012, India.
Anthracene carboximides (ACIs) conjugated with gluco-, galacto- and mannopyranosides are synthesized, by glycosylation of N-hydroxyethylanthracene carboximide acceptor with glycosyl donors. Glycoconjugation of anthracene carboximide increases the aq. solubility by more than 3-fold.
View Article and Find Full Text PDFJ Fluoresc
November 2021
School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai, 201418, People's Republic of China.
A chemical sensor that can induce near-infrared red-shifted response represents a promising strategy for the design and development of anion probes. In this work, novel CH-controlled colorimetric probe 3 based on anthracene carboximide was developed for near-infrared detection of cyanide. Probe 3 consisted of CHCN binding site to anthracene carboximide fluorophore, and showed a significant visual change from yellow-green (535 nm) to deep violet (825 nm) with a larger redshift (≈ 290 nm) and fluorescence quenching at 480 nm and 520 nm upon interacting with cyanide.
View Article and Find Full Text PDFChem Commun (Camb)
June 2017
College of Materials & Energy, South China Agricultural University, Guangzhou 510642, P. R. China.
A ratiometric fluorescent probe based on anthracene carboximide was developed for direct detection of isocyanates in air. The sensing mechanism was illustrated to be variation in the photophysical properties caused by the nucleophilic reaction of the probe molecule. A number of isocyanates were conveniently detected by a test paper.
View Article and Find Full Text PDFChem Asian J
March 2012
Istituto ISOF-CNR, Via P. Gobetti 101, 40129 Bologna, Italy.
A couple of corrole-perylene carboximide dyads (C2-PIa and C2-PIx) have been synthesized and their photoreactivity has been evaluated. We aimed at obtaining better performances for photoinduced charge separation, both in terms of efficiency and in terms of lifetime, with respect to formerly studied systems. The energy level of the charge-separated state was tuned by selecting perylene and corrole components with diverse redox and spectroscopic properties.
View Article and Find Full Text PDFJ Am Chem Soc
October 2004
Department of Chemistry and Center for Nanofabrication and Molecular Self-Assembly, Northwestern University, Evanston, Illinois 60208-3113, USA.
Self-assembly of robust perylenediimide chromophores is used to produce an artificial light-harvesting antenna structure that in turn induces self-assembly of a functional special pair that undergoes ultrafast, quantitative charge separation. The structure consists of four 1,7-(3',5'-di-tert-butylphenoxy)perylene-3,4:9,10-perylene-3,4:9,10-bis(carboximide) (PDI) molecules attached to a single 1,7-bis(pyrrolidin-1-yl)perylene-3,4:9,10-perylene-3,4:9,10-bis(carboximide) (5PDI) core, which self-assembles to form (5PDI-PDI4)2 in toluene. The system is characterized using both structural methods (NMR, SAXS, mass spectroscopy, and GPC) and photophysical methods (UV-vis, time-resolved fluorescence, and femtosecond transient absorption spectroscopy).
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