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Highly Selective Iodide Detection in Solution and Gel State Using Tunable Benzoate N-Glucosides
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DOI：10.1002/anse.202500083.png)
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Abstract
En 中文
Iodide sensing has a crucial role in clinical research and synthetic chemistry. However, its detection using small molecular receptors is not well explored compared to metal-organic framework systems, which are laborious to synthesize and characterize. Here, we report the facile synthesis and selective detection of iodide by a series of substituted benzoate-linked 4,6-O-benzylidene-N-glucosylamines exhibiting good gelation with aliphatic and aromatic solvents (0.5%w/v CGC in aromatic solvents) and gel-sol transition in the presence of iodide (0.3%w/v) without external interference. The self-assembly systems were characterized through FE-SEM, DSC, variable temperature 1H NMR studies, and DFT calculations, where the driving force for gel formation was found to be H-bonding, π-π stacking, and van der Waals force of interactions. The solution phase iodide sensing was done using colorimetry, UV-Vis spectroscopy, and 1H NMR titration, where the iodide–sugar interaction was found to be through CH···I− and Hbonding, again supported by DFT calculations.
Keywords:
Aggregation
CH···I− interaction
gelation
iodide sensing
self-assembly
sensors
substituted 4,6-O-protected N-glucosylamines
Journal
A
IF:
2.9
Papers:
246
Citations:
393
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Cited Papers