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Hydrolysis of C,N‐chelated diorganotin(IV) chlorides and catalysis of transesterification reactions
Authors:Zdeňka Padělková  Tomáš Weidlich  Ivana Císařová  Aleš Růžička
Affiliation:1. Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, nám. ?s. legií 565, CZ‐532 10, Pardubice, Czech Republic;2. Institute of Environment Protection, Faculty of Chemical Technology, University of Pardubice, nám. ?s. legií 565, CZ‐532 10, Pardubice, Czech Republic;3. Department of Inorganic Chemistry, Faculty of Natural Science, Charles University in Prague, Hlavova 2030, 128 40 Praha 2, Czech Republic
Abstract:Diorganotin(IV) dichlorides of formula LCNRSnCl2 (where R is nBu or Ph) containing one LCN chelating ligand were hydrolyzed with aqueous sodium hydroxide in benzene. The composition of the products is strongly dependent on the amount of hydroxide. The partially hydrolyzed compounds of composition (LCNRSnCl)2(µ‐O) were isolated as crystalline products. A hydrolysis where more than one molar equivalent of NaOH is employed gave only a mixture of unidentifiable products. The structure of (LCNPhSnCl)2(µ‐O) was determined by X‐ray diffraction techniques in the solid state. In solution there was a mixture of diastereoisomers found, where the tin atoms serve as a stereogenic centers. The catalytic activity of starting dichlorides as well as (LCNPhSnCl)2(µ‐O) in various transesterification processes was investigated. The activity is very low in the case of starting dichlorides. When two molar equivalents of NaH are added or (LCNPhSnCl)2(µ‐O) is employed in the catalytic experiments, the activity is comparable to the literature data. Copyright © 2009 John Wiley & Sons, Ltd.
Keywords:organotin(IV) compounds  hydrolysis  C,N‐ligand  transesterification
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