Please use this identifier to cite or link to this item: http://hdl.handle.net/10400.21/7365
Title: A sulfonated Schiff base dimethyltin(IV) coordination polymer: synthesis, characterization and application as a catalyst for ultrasound- or microwave-assisted Baeyer–Villiger oxidation under solvent-free conditions
Author: Martins, Luísa Margarida D. R. S.
Hazra, Susanta
da Silva, M. Fátima C. Guedes
Pombeiro, Armando J. L.
Issue Date: 2016
Publisher: Royal Society of Chemistry
Citation: MARTINS, L.M.D.R.S. [et al] - A sulfonated Schiff base dimethyltin(IV) coordination polymer: synthesis, characterization and application as a catalyst for ultrasound- or microwave-assisted Baeyer–Villiger oxidation under solvent-free conditions. RSC Advances. ISSN: 2046-2069. Vol. 6, Nº.81, (2016), pp. 78225-78233
Abstract: The synthesis and crystal structure of the new dimethyltin(IV) compound [SnMe2(HL)(CH3OH)]n$(0.5nCH3OH) (1) derived from the Schiff base 2-[(2,3-dihydroxyphenyl) methylideneamino]benzenesulfonic acid (H3L) are described. Despite having six potentially donating centres (one imine nitrogen, two phenoxo and three sulfonate oxygen atoms), the monoprotonated dianionic ligand (HL2) behaves as an O,O,O-tridentate chelator. Single crystal X-ray diffraction revealed that 1 is a 1D coordination polymer with every tin(IV) ion bound to two methyl groups, a methanol molecule, two Ophenoxo and one m-Osulfonate atom from HL2. The coordination polymer 1 was applied as a heterogeneous catalyst for the Baeyer–Villiger oxidation of ketones to esters orlactones, using aqueous hydrogen peroxide as oxidant, under ultrasound (US) or microwave (MW) irradiation and solvent- and additive-free conditions. Overall conversions up to 76/82, 98/93, 93/89, 91/94, 83/90, 68/62 and 81/87% under US/MW irradiations were obtained with 3,3-dimethyl-2-butanone, cyclopentanone, 2-methylcyclopentanone, cyclohexanone, 3-methylcyclohexanone, benzophenone and acetophenone, respectively. The catalyst can be recycled up to five cycles without losing appreciable activity.
Peer review: yes
URI: http://hdl.handle.net/10400.21/7365
DOI: 10.1039/c6ra14689a
ISSN: 2046-2069
Appears in Collections:ISEL - Eng. Quim. Biol. - Artigos

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