The Al-Containing Silicates Modified with Organic Ligands and SnO2 Nanoparticles for Catalytic Baeyer-Villiger Oxidation and Aerobic Carboxylation of Carbonyl Compounds

The Baeyer-Villiger Oxidation (BVO) of ketones and aldehydes produce lactones and formates, while aerobic carboxylation of aldehydes manufactures carboxylic acids, both having high added value. This work prepared a series of Al-containing silicates modified with organic ligands and SnO2 nanoparticle...

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Published in:Nanomaterials (Basel, Switzerland) Switzerland), 2023-01, Vol.13 (3), p.433
Main Authors: Ma, Jinyi, Wu, Yong, Pan, Qin, Wang, Xiangdong, Li, Xiaoyong, Li, Qiujuan, Xu, Xiaoshuai, Yao, Yuan, Sun, Yang
Format: Article
Language:English
Subjects:
aerobic carboxylation
Al-containing silicate
Aldehydes
Aliphatic compounds
Aluminum
Baeyer-Villiger oxidation
Carbonyl compounds
Carbonyls
Carboxylation
Carboxylic acids
Catalysts
catalytic mechanism
Chemical synthesis
Conversion
Formates
Hydrogen peroxide
Intermediates
Ketones
Lactones
Ligands
Nanoparticles
Oxidants
Oxidation
Oxidizing agents
Silicates
Solvents
sol–gel
Substrates
Tin
Tin dioxide
Zeolites
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Summary:The Baeyer-Villiger Oxidation (BVO) of ketones and aldehydes produce lactones and formates, while aerobic carboxylation of aldehydes manufactures carboxylic acids, both having high added value. This work prepared a series of Al-containing silicates modified with organic ligands and SnO2 nanoparticles, which were then employed as catalyst in BVO and carboxylation. Characterizations revealed the morphology of the synthesized catalyst was changed from micron-sized thin sheets to smaller blocks, and then to uniform nanoparticles (size of 50 nm) having the doped SnO2 nanoparticles with a size of 29 nm. All catalysts showed high BET surface areas featuring silt-like mesopores. In determining the priority of BVO and carboxylation, an influence evaluation of the parameters showed the order to be substrate > oxidant > solvent > catalyst. Cyclic aliphatic ketones were suitable for BVO, but linear aliphatic and aromatic aldehydes for carboxylation. Coordination of (S)-binaphthol or doping of Sn into catalyst showed little influence on BVO under m-CPBA, but the Sn-doped catalyst largely increased BVO under (NH4)2S2O8 and H2O2. Calculations revealed that the catalyst containing both Al and Sn could give BVO intermediates lower energies than the Sn-beta zeolite model. The present system exhibited merits including wider substrate scope, innocuous catalytic metal, greener oxidant, as well as lower catalyst cost.
ISSN:2079-4991
2079-4991
DOI:10.3390/nano13030433