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1.
Mol Divers ; 27(6): 2633-2649, 2023 Dec.
Article in English | MEDLINE | ID: mdl-36596889

ABSTRACT

An efficient and green strategy for the regioselective synthesis of highly functionalized pyranopyrazole via one-pot condensation of 3-methyl-1-phenyl-5-pyrazolone or EAA and hydrazine hydrate, substituted aromatic aldehydes with NMSM [(E)-N-Methyl-1-(methylthio)-2-nitro-ethenamine] in the existence of IL [(EMIM)Ac] as catalyst with solvent-free condition (SFC) is described. This domino protocol produces biologically substantial heterocycles through Knoevenagel condensation proceeded by Michael addition and O-cyclization with an eradication of methanethiol group, which create the one stereo-center and creation of "C-C, C-N, C-O, C=C, C=N, bonds." The final product is produced by exceptionally easy filtering after the reaction mass was triturated with ethanol. The strategy's noteworthy features include the use of biodegradable IL catalyst, excellent to exceptional yield with rapid reaction times, applicability to a wide range of substrate, clear reaction profile, and straightforward workup process.


Subject(s)
Ionic Liquids , Ionic Liquids/chemistry , Solvents , Cyclization , Catalysis , Aldehydes/chemistry
2.
Chemistry ; 24(55): 14668-14678, 2018 Oct 01.
Article in English | MEDLINE | ID: mdl-30277280

ABSTRACT

Supramolecular assembly of chromophores with inherent resistance to aggregation-induced self-quenching is significant to applications such as chemical sensing and organic light emitting diodes (OLEDs). In this work, molecular gels with aggregation-induced emission (AIE) are constructed by simply coassembling AIE chromophores (electron donor or acceptor) with a nonfluorescent molecular gelator. The binary gels are fluorescent even at very low concentrations of the AIE chromophores, indicating that the rotation of their aromatic cores is restricted in the gel network. In tertiary gels, the fluorescence of the donor chromophore can be efficiently reduced by the acceptor chromophore through a combination of static and dynamic quenching process, via charge transfer from the donor to the acceptor. This work demonstrates a convenient approach to fabricate a supramolecular charge transfer system using an AIE donor and acceptor.


Subject(s)
Biomimetic Materials/chemistry , Aminopyridines/chemistry , Cyclopentanes/chemistry , Dimethyl Sulfoxide/chemistry , Gels/chemistry , Microscopy, Confocal , Microscopy, Electron, Scanning , Pentanoic Acids/chemistry , Quantum Theory , Spectrophotometry , Stilbenes/chemistry , Temperature , Ultraviolet Rays , X-Ray Diffraction
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