Aminolysis of epoxides catalyzed by three-dimensional, mesoporous titanosilicates, Ti-SBA-12 and Ti-SBA-16

The application of three-dimensional, mesoporous titanosilicates (Ti-SBA-12 and Ti-SBA-16) as reusable, solid catalysts for the synthesis of a range of β-amino alcohols in high yields and selectivity through ring-opening of epoxides with amines at ambient and solvent-free conditions is reported, for the first time. These mesoporous titanosilicates (Si/Ti = 20–80) were prepared by a direct hydrothermal synthesis route adjusting the concentration of HCl (0.05–2 M) used in the synthesis. Ti ions in these catalysts were mostly substituted for Si in the framework. Water adsorption and 29Si magic-angle spin nuclear magnetic resonance spectroscopy revealed that Ti-SBA-16 is more hydrophobic than Ti-SBA-12. Mesoporosity, three-dimensional architecture, surface hydrophobicity and easy access of Lewis acidic, framework-substituted Ti sites are the factors responsible for the superior activity of Ti-SBA-16 compared to Ti-SBA-12 and the hitherto known solid catalysts for this reaction.

Three-dimensional, mesoporous titanosilicates (Ti-SBA-12 and Ti-SBA-16) prepared by direct hydrothermal synthesis exhibit high catalytic activity for the synthesis of β-amino alcohols at ambient and solvent-free conditions.Figure optionsDownload high-quality image (132 K)Download as PowerPoint slideHighlights
► Direct hydrothermal synthesis of three-dimensional, mesoporous titanosilicates.
► Hydrophobic, framework Ti-substituted, Lewis acid catalysts.
► Catalytic application of Ti-SBA-12 and Ti-SBA-16 for aminolysis of epoxides.
► High yield of β-amino alcohols at ambient and solvent-free conditions.
► Structure–activity correlations.