Periodic Mesoporous Organosilicas as Efficient Nanoreactors in Cascade Reactions Preparing Cyclopropanic Derivatives

Chemistry, an Asian Journal
Hang HuoKaifeng Lin

Abstract

In this work, three organosilica precursors functionalized with carbamate moieties were synthesized by condensing of 3-isocyanatopropyltriethoxysilane and coupling regents of either hydroquinone (HQ), bisphenol A (BPA), or 1,1'-bi-2-naphthol (BN). These organosilica precursors were covalently bonded in the framework of periodic mesoporous organosilicas by co-condensation and hydrolysis with tetraethyl orthosilicate (TEOS) under hydrothermal treatment. The compositions and physical properties were characterized with FTIR, XRD, thermogravimetric/differential thermal analysis (TG/DTA), 29 Si NMR, 13 C NMR spectroscopies, SEM, TEM, and BET technologies. These characterizations suggest that three different structures were formed as the result of different sizes and compositions of the organosilica precursors. The three mesoporous organosilicas were applied as heterogeneous catalysts in the one-pot cascade Knoevenagel and Michael cyclopropanic reactions for the synthesis of cyclopropanic derivatives and showed excellent activity and selectivity. The highest conversion was obtained with mesoporous catalyst (MC)-HQ owing to its ordered mesostructure, highest surface area, and weakest stereo effect of the organic linking groups compared...Continue Reading

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Citations

Sep 12, 2019·Chemistry, an Asian Journal·Hua ZhouXuanjun Zhang

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