Baeyer-Villiger Oxidation of Cyclic Ketones by Using Tin-Silica Pillared Catalysts

0477801 - ÚFCH JH 2018 RIV DE eng J - Journal Article
Přech, Jan - Carretero, M. A. - Čejka, Jiří
Baeyer-Villiger Oxidation of Cyclic Ketones by Using Tin-Silica Pillared Catalysts.
ChemCatChem. Roč. 9, č. 15 (2017), s. 3063-3072. ISSN 1867-3880. E-ISSN 1867-3899
R&D Projects: GA ČR GBP106/12/G015
Institutional support: RVO:61388955
Keywords : heterogeneous catalysis * ketones * layered * zeolites
OECD category: Physical chemistry
Impact factor: 4.674, year: 2017

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 tinsilica pillaring or by impregnation with a mixture of tetraethylorthosilicate and tin(IV) alkoxide. The prepared catalysts were characterized by XRD, N-2 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.
Permanent Link: http://hdl.handle.net/11104/0274021