Silica-nanoparticle-supported
copper-containing ionic liquid (SNIL-Cu(II))
provided a highly stable, active, reusable, spherical, and solid-phase
catalyst for click chemistry. The SNIL-Cu(II) catalyst was readily
prepared from 1,2-bis(4-pyridylthio)ethane immobilized
on silica nanoparticles modified with 3-chloropropyltrimethoxysilane
and Cu(OTf)2, and the morphology, structure, and properties
of nanoparticles were investigated through different analytical tools.
This catalytic system showed high activity in a one-pot synthesis
of 1,4-disubstituted 1,2,3-triazoles by click reactions between a
variety of alkynes, organic halides, and sodium azide at room temperature
in aqueous polyethylene glycol as a green medium with a high turnover
frequency (up to 7920 h–1). Moreover, the SNIL-Cu(II)
was also used as an efficient catalyst for the preparation of a series
of multifold 1,4-disubstituted 1,2,3-triazoles. Also, this unique
catalyst was readily reused without any decrease in its catalytic
activity to give the corresponding triazoles quantitatively.
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