A tetranuclear diphenyltin(IV) complex and its catalytic activity in the aerobic Baeyer-Villiger oxidation of cyclohexanone

The synthesis and crystal structure of the new tetranuclear diphenyltin(IV) compound [{SnPh2}{SnPh2(OCOMe)}(μ2-OMe)(μ3-O)]2 (1), generated from the reaction of [SnPh2Cl2] and NaOCOMe, are described. Single crystal X-ray diffraction revealed that 1 is a tetranuclear complex with four diphenyltin(IV) units which are inter-connected by μ3-oxido and μ2-methoxido bridges leading to a ladder-like Sn4O4 cluster. Structural comparison with related compounds found in crystallographic data base (CSD) attests that such tetranuclear systems are more abundant than related oxido bridged dimers or trimers. Complex 1 efficiently catalyzes the aerobic Baeyer-Villiger oxidation of cyclohexanone to ε-caprolactone, under mild conditions. With the sacrificial benzaldehyde method, quantitative conversion was observed in just 30 min with a remarkable selectivity. © 2018 Elsevier B.V.

Authors
Hazra S.1 , Martins N.M.R.1 , Mahmudov K. 1, 2 , Zubkov F.I. 3 , Guedes Da Silva M.F.C. , Pombeiro A.J.L.1
Language
English
Pages
193-200
Status
Published
Volume
867
Year
2018
Organizations
  • 1 Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, Lisboa, 1049-001, Portugal
  • 2 Department of Ecology and Soil Sciences, Baku State University, Z. Xalilov Str. 23, Baku, Az 1148, Azerbaijan
  • 3 Organic Chemistry Department, RUDN University, 6 Miklukho-Maklaya Str., Moscow, 117198, Russian Federation
Keywords
Baeyer-Villiger oxidation; Cyclohexanone; Ladder-like; Sacrificial aldehyde; Single crystal X-ray; Tetranuclear diphenyltin(IV)
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