Investigation of heterogeneous asymmetric dihydroxylation over OsO{sub 4}-(QN){sub 2}PHAL catalysts of functionalized bimodal mesoporous silica with ionic liquid

Journal Article · Mon Aug 15 04:00:00 EDT 2011 · Materials Research Bulletin

DOI:https://doi.org/10.1016/J.MATERRESBULL.2011.04.009· OSTI ID:22212208

Qiu, Shenjie ^[1]; Sun, Jihong ^[1]; Li, Yuzhen; Gao, Lin ^[1]

---

1. College of Environmental and Energy Engineering, Beijing University of Technology, Beijing 100124 (China)

Highlights: {yields} Functionalized bimodal mesoporous silica with MTMSPIm{sup +}Cl{sup -}. {yields} Mesoporous catalyst immobilized with OsO{sub 4}-(QN){sub 2}PHAL. {yields} Catalysts for asymmetric dihydroxylation reaction with high yield and enatioselectivity. {yields} Recyclable catalysts. -- Abstract: A novel synthesis of the functionalized bimodal mesoporous silica with ionic liquid (FBMMs) was performed. After grafting 1-methyl-3-(trimethoxysilyl)propylimidazolium chloride onto the surface of bimodal mesoporous silicas, 1,4-bis(9-O-quininyl)phthalazine ((QN){sub 2}-PHAL) and K{sub 2}Os(OH){sub 4}.2H{sub 2}O were immobilized onto the modified FBMMs by adsorption or ionic exchange methods, and then, the asymmetric dihydroxylation reaction was carried out by using solid catalysts. Techniques such as X-ray diffraction, Fourier Transform Infrared spectroscopy, N{sub 2} adsorption and desorption were employed to characterize their structure and properties. The results showed that the mesoporous ordering degree of bimodal mesoporous silica decreased after functionalization and immobilization of OsO{sub 4}-(QN){sub 2}PHAL. Being very effective in asymmetric dihydroxylation with high yield and enantioselectivity, the prepared heterogeneous solid catalyst could be recycled for five times with little loss of enantioselectivity, with comparison of those results obtained in homophase system. Moreover, the effect of Osmium catalyst on asymmetric dihydroxylation was investigated.

• OSTI ID: 22212208
• Journal Information: Materials Research Bulletin, Journal Name: Materials Research Bulletin Journal Issue: 8 Vol. 46; ISSN MRBUAC; ISSN 0025-5408
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
ADSORPTION
CATALYSTS
DESORPTION
FOURIER TRANSFORM SPECTROMETERS
LIQUIDS
NANOSTRUCTURES
SILICA
SOLIDS
SYNTHESIS
X-RAY DIFFRACTION