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Influence of Hydrophilicity on the Snβ‐Catalyzed Baeyer–Villiger Oxidation of Cyclohexanone with Aqueous Hydrogen Peroxide
Author(s) -
Conrad Sabrina,
Wolf Patrick,
Müller Philipp,
Orsted Hailey,
Hermans Ive
Publication year - 2017
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201600893
Subject(s) - cyclohexanone , catalysis , hydrogen peroxide , aqueous solution , chemistry , baeyer–villiger oxidation , selectivity , adsorption , solvent , substrate (aquarium) , molecule , inorganic chemistry , organic chemistry , oceanography , geology
Snβ zeolites are amongst the most effective heterogeneous catalysts for the Baeyer–Villiger (BV) oxidation of ketones with aqueous hydrogen peroxide (H 2 O 2 ). The high selectivity is rooted in the activation of the carbonyl substrate through interaction with the isolated Sn IV sites. However, these sites are also accessible to other molecules in the reaction mixture (in particular the co‐solvent and product). In this contribution, we report the impact of competitive adsorption on the Snβ‐catalyzed BV oxidation of cyclohexanone with aqueous H 2 O 2 . We furthermore prepared a series of Snβ zeolites with varying amounts of framework silanols and quantified their hydrophilicities with water adsorption and IR experiments. By correlating the results with catalytic data, we show that Snβ zeolites with an intermediate hydrophilicity achieve the highest activity. Our adaptable post‐synthetic synthesis allows us to tune the material synthesis, resulting in enhanced activity compared with conventional hydrothermal Snβ.