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RESEARCH PRODUCT

C,N-chelated organotin(IV) trifluoromethanesulfonates: Synthesis, characterization and preliminary studies of its catalytic activity in the direct synthesis of dimethyl carbonate from methanol and CO2

Petr ŠVecLaurent PlasseraudAleš RůžičkaZdeňka PadělkováRoman Olejník

subject

LigandOrganic ChemistryNuclear magnetic resonance spectroscopyBiochemistryMedicinal chemistryCatalysisInorganic Chemistrychemistry.chemical_compoundHydrolysischemistryMaterials ChemistryOrganic chemistrySilver trifluoromethanesulfonateMethanolPhysical and Theoretical ChemistryDimethyl carbonateTrifluoromethanesulfonate

description

Abstract C,N-chelated tri- and diorganotin(IV) halides react with 1 or 2 mol equiv of silver trifluoromethanesulfonate (triflate, AgOTf, OTf = OSO2CF3−) to give corresponding C,N-chelated organotin(IV) triflates. The triorganotin(IV) triflates of general formula LCNR2SnOTf (R = n-Bu (1), Ph (2)) are presumably more stable towards hydrolysis than the diorganotin(IV) triflates LCNRSn(OTf)2 (R = n-Bu (3), Ph (4)). All prepared organotin(IV) triflates bearing the LCN ligand (where LCN is 2-(N,N-dimethylaminomethyl)phenyl-) were characterized by multinuclear NMR spectroscopy and elemental analysis. In addition, the structure of 3 was determined by the X-ray diffraction analysis. The catalytic activity of 1, 2 and 3 in the direct synthesis of dimethyl carbonate (DMC) from CO2 and methanol was investigated showing promising yield of DMC in the case of reaction promoted by 1.

https://doi.org/10.1016/j.jorganchem.2012.02.022