Propargylic substitution reactions with various nucleophilic compounds using efficient and recyclable mesoporous silica spheres embedded with FeCo/graphitic shell nanocrystals

Abstract

Phosphomolybdic acid (PMA, H3PMo12O40) functioned as a catalyst for reactions of secondary propargylic alcohols and nucleophiles. Highly stable and magnetically recyclable mesoporous silica spheres (MMS) embedded with FeCo-graphitic carbon shell nanocrystals (FeCo/GC@MSS) were fabricated by a modified Stöber process and chemical vapor deposition (CVD) method. The FeCo/GC@MSS were loaded with phosphomolybdic acid (PMA@FeCo/GC@MSS), and their catalytic activity was investigated. Propargylic reactions of 1,3-diphenyl-2-propyn-1-ol with a wide range of nucleophiles bearing activating substituents were catalyzed under mild conditions. It was found that the MMS possess mesoporosities and have enough inner space to load FeCo and phosphomolybdic acid. The FeCo/GC@MSS were found to be chemically stable against acid etching and oxidation. This suggests that the nanocrystals can be used as a support for an acid catalyst. Moreover, the magnetic property of the nanocrystals enabled the facile separation of catalysts from the products.

Scope and advances in the catalytic propargylic substitution reaction

“…Park and co-workers in 2015 used mesoporous silica spheres embedded with Fe–Co/graphitic shell nanocrystals as recyclable catalysts for the propargylic substitution reactions with various electron rich arenes 155, Scheme 211 . 244 …”