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Baeyer-Villiger Oxidation of Cyclic Ketones by Using Tin-Silica Pillared Catalysts
- Source :
- ChemCatChem. 9:3063-3072
- Publication Year :
- 2017
- Publisher :
- Wiley, 2017.
-
Abstract
- The Baeyer–Villiger oxidation is an important transformation of ketones into esters and particularly for cyclic ketones to lactones. We report here preparation and catalytic activity of layered Sn–silicate catalysts and mesoporous ordered silica catalysts in this reaction. Sn was introduced by using so-called tin–silica pillaring or by impregnation with a mixture of tetraethylorthosilicate and tin(IV) alkoxide. The prepared catalysts were characterized by XRD, N2 physisorption, SEM, UV/Vis, and inductively coupled plasma optical emission spectroscopy (ICP-OES) techniques and the catalysts were studied in the Baeyer–Villiger oxidation of cyclopentanone, norcamphor, and 2-adamantanone with aqueous hydrogen peroxide. Norcamphor and 2-adamantanone were oxidized easily with selectivity up to 99 %. Sn-MS and IPC-1-SnPI materials exhibited the highest conversions (e.g., norcamphor: Sn-MS 37 %, IPC-1-SnPI 36 % after 8 h vs. Sn-MCM-41 22 %). On the other hand, oxidation of cyclopentanone suffered from product hydrolysis to the corresponding 4-hydroxybutanoic acid.
- Subjects :
- Organic Chemistry
chemistry.chemical_element
02 engineering and technology
Norcamphor
010402 general chemistry
021001 nanoscience & nanotechnology
Heterogeneous catalysis
Cyclopentanone
01 natural sciences
Catalysis
0104 chemical sciences
Baeyer–Villiger oxidation
Inorganic Chemistry
chemistry.chemical_compound
chemistry
Alkoxide
Physical and Theoretical Chemistry
0210 nano-technology
Mesoporous material
Tin
Nuclear chemistry
Subjects
Details
- ISSN :
- 18673880
- Volume :
- 9
- Database :
- OpenAIRE
- Journal :
- ChemCatChem
- Accession number :
- edsair.doi...........6c5eda2afe3ac888273b808837332ad4