Triazolyl‐Based Molecular Gels as Ligands for Autocatalytic ‘Click’ Reactions

Abstract

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Transient Catalytic Activity of a Triazole‐based Gelator Regulated by Molecular Gel Assembly/Disassembly

“…Bolaamphiphilic L ‐valine based gelators formed by “click” chemistry have been recently described by Araujo et al . The synthesized gelators exhibited catalytic activity towards the Huisgen 1,3‐dipolar cycloaddition, being capable of catalysing their own synthesis from the azide‐derivative analogue gelators . The gelator Et 2 NAzTzVal 12 differs from the previous ones mainly in its amphiphilic character, exhibiting a single catalytic fragment by gelator molecule instead of the two triazole functionalities present in the previously described bolaamphiphilic L ‐valine based gelators.…”

“…During the reaction, it cannot be discarded some competition between the catalyst and the product of reaction for coordination of Cu(I), mainly due to the labile nature of the triazole ligand . Thus, the occurrence of parallel autocatalytic processes, as well as entanglement on the catalytic cycle due to formation of dinuclear copper(I) species cannot be rulled out …”

Recent Advances in Supramolecular Gels and Catalysis

“…In addition to the above‐mentioned ligands modified with pyridine moieties, ligands with imidazolyl groups, carboxylic groups, and phosphines were also selected to coordinate with metal ions for metallogel fabrication . According to the results from You and co‐workers, a Pd‐metallogel derived from ligand 5 and Pd(OAc) 2 could efficiently trigger the phenylation of indole with phenyl boronic acid (Figure ) .…”

“…Very recently, Escuder et al. presented metallogels composed of the amino acid l ‐valine functionalized with triazole fragments and Cu(CH 3 CN) 4 PF 6 , which showed high activity towards the 1,3‐dipolar Huisgen cycloaddition of phenylacetylene and benzylazide . Interestingly, they also exhibited autocatalytic activity, that is, the metallogel could be formed by itself in situ.…”

A Supramolecular Gel of Oxalic Acid‐Monoethanolamine for Potential Schottky Barrier Diode Application

“…Gels are soft‐viscoelastic 3D scaffolds materialized through the self‐assembly of molecules by immobilizing high throughput of trapped solvent (both organic and aqueous) via different supramolecular non‐covalent intermolecular interactions like solvo‐phobic, ionic, hydrogen bonding, halogen bonding, aryl moiety based stacking features, van der Waals, etc Low‐molecular‐weight gelators (LMWGs), a special type small molecules having molecular mass of typically less than 3000, are brilliantly potent to immobilize solvents to get chemical constituents‐based semi‐solid 3D gel materials . Literary, LMWGs based gelation process basically offers supramolecular gel materials full of inter‐connected non‐covalent facets .…”