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The Synthesis and Anion Recognition Property of Symmetrical Chemosensors Involving Thiourea Groups: Theory and Experiments.

チオウレア基を含む対称型ケモセンサーの合成とアニオン認識特性:理論と実験

other not specified not assessed

Abstract

Four symmetrical compounds incorporating urea or thiourea moieties combined with anthracene or nitrobenzene units were synthesized and evaluated for anion recognition. Among these, N,N'-di((anthracen-9-yl)-methylene)thio-carbonohydrazide demonstrated selective and sensitive binding toward acetate ions, with negligible interference from competing anions such as F⁻, H₂PO₄⁻, Cl⁻, Br⁻, and I⁻. The host-guest interaction was attributed to multiple hydrogen bonds arising from conformational complementarity and elevated basicity. Computational analysis confirmed the presence of intramolecular hydrogen bonds that enhance anion binding capacity. Frontier molecular orbital analysis was employed to account for the observed red-shift during host-guest interactions. These thiourea-anthracene derivatives show potential as chemosensors for acetate ion detection in environmental and pharmaceutical contexts.

Mechanism

Acetate ion binding occurs via multiple hydrogen bonds driven by conformational complementarity and high basicity; intramolecular hydrogen bonds further strengthen binding affinity, while frontier molecular orbital interactions account for the observed spectral red-shift.

Bibliographic

Authors
Shang X, Yang Z, Fu J, Zhao PL, Xu XY
Journal
Sensors (Basel)
Year
2015 (2015-11-06)
PMID
26561816
DOI
10.3390/s151128166
PMC
PMC4701274

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Delivery context

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

Safety notes

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

See also:

Cite as: H2 Papers — PMID 26561816. https://h2-papers.org/en/papers/26561816
Source: PubMed PMID 26561816