Catalysts for enantioselective Biginelli reaction based on the composite silica-zirconia xerogels prepared using different zirconium sources

• Published in: Journal of sol-gel science and technology 2014-02, Vol.69 (2), p.448-452
• Main Authors: Krivtsov, I. V., Titova, Yu. A., Ilkaeva, M. V., Avdin, V. V., Fedorova, O. V., Khainakov, S. A., Garcia, J. R., Rusinov, G. L., Charushin, V. N.
• Format: Article
• Language: English
• Subjects: Brief Communication; Catalysis; Catalysts; Ceramics; Chemistry and Materials Science; Composites; Enantiomers; Glass; Inorganic Chemistry; Materials Science; Materials selection; Nanotechnology; Natural Materials; Optical and Electronic Materials; Phase transitions; Precursors; Silicon dioxide; Sodium silicates; Sol gel process; Sol-gel processes; Surface area; Xerogels; Zirconium; Zirconium dioxide
• ISSN: 0928-0707; 1573-4846
• DOI: 10.1007/s10971-013-3242-z

The composite silica-zirconia xerogels have been prepared via sol–gel method using zirconium oxychloride, oxynitrate, acetate and sodium silicate as the precursors. The prepared materials have been characterized using FTIR, TG/DTA, EDX and surface area analyses. It has been established that surface area of silica-zirconia xerogels significantly depends on the zirconium source, but phase transitions and structural features of the xerogels seem to be unaffected by the choice of the zirconia precursor. Prepared xerogels increase the activity of chiral inductor in the asymmetric Biginelli reaction. The anion of the zirconium salt adsorbed on the surface of the synthesized material and the presence of Si–O–Zr heterolinkages determines the reaction yield. The highest chemo- and enantioselectivity towards formation of ee isomer have been provided by the catalyst prepared from zirconium oxychloride.