Modified SBA-15 with Reductive Nature: a Robust Nanoreactor for Generation of Cu(I) Species for Synthesis of new Triazoles

In 2002 Sharpless and Meldal groups described a robust catalyst system based on Cu(I)-catalyzed 1,3-dipolar cycloaddition of organic azides and terminal alkynes (CuAAC reaction) term as a ''click chemistry'' to form a 1,2,3-triazole 5-membered heterocyclic compound.1 After first report, many of heterogeneous and homogeneous catalysts based on direct addition of copper(I) or in situ reduction of Cu(II) by sodium ascorbate were developed for 1,3-dipolar cycloaddition of alkylazide and alkyne.2In this work, a new modified SBA-15 with reductive nature was synthesized. For this purpose, the channels of SBA-15 were modified with poly-amine ligands. This porous material proved to be an effective host for the immobilization of inexpensive Cu(II) ions. The catalytically active Cu(I) species were generated automatically due to the reductive nature of modified surface of catalyst without use of any toxic reducing agents. The well stabilized Cu(I) species into the nano-channels of SBA-15 were used for synthesis of various triazoles from sodium azide, phenyl acetylene and alkyl/benzyl halides or alkyl epoxides under green mild aqueous reaction conditions

Keywords:

Click reaction , SBA-15 , Cu nanoparticles , Silica mesoporous