The Huisgen 1,3-dipolar cycloaddition of azides and alkynes, or click reaction is an effective way to make connections between structures that bear a wide variety of functional groups and important method for the synthesis of 1,4-disubstituted 1,2,3-triazoles. Especially, the recyclable Cu(I)-catalyzed Huisgen cycloaddition of terminal alkynes and azides in organic solvent have been studied and reported. Recently, copper nitride nanoparticles supported on a superparamagnetic mesoporous silica micropsphere(Cu3N/Fe3N@SiO2) and its use for toxic-free click reaction in an organic solvent have been developed. We have investigated the copper nitride catalyzed click reaction in supercritical carbon dioxide(scCO2), considered as a green solvent, in the absence of amine additive. This catalyst showed high catalytic activities in scCO2, compared with in organic solvent(hexane) and other Cu(I)-catalyst. In this report, optimized reaction conditions and CO2-solubilities of substrates and products will be described. Also, Cu3N/Fe3N@SiO2-catalyzed click reactions with various alkynes and azides in scCO2will be reported. Figure 1. <img src='https://acs-archive-assets2.s3.amazonaws.com/239nm/uploads/8104_figure1.jpg' alt='' />

Mesoporous silica-supported copper nitride nanoparticle-catalyzed azide-alkyne cycloaddition in scCO2

246th National Meeting (2013)

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