5967-09-9Relevant academic research and scientific papers
Reaction of dibutyltin oxide with amides in presence of traces of water: Multinuclear NMR study and mechanism
Gimenez, Jerome,Michel, Alain,Petiaud, Roger,Llauro, Marie-France
, p. 286 - 300 (1999)
The product of the reaction of primary and secondary amides with dibutyltin oxide is shown to be a dimeric 1,3-diacyloxytetrabutyldistannoxane. The reaction was studied in bulk with model amides at 180°C, avoiding perfect anhydrous conditions, in view to be transposable to transamidification with reactive extrusion process. The formation of an intermediate compound of the type 1-acyloxy-3-alkylaminotetrabutyldistannoxane is pointed out. With an excess of amide, the presence of water leads to the dimeric 1,3-diacyloxytetrabutyldistannoxane. Without an excess of amide, the hydrolysis of this intermediate leads to a more complex tetrastannoxane structure associated in a more or less perfect ladder-like structure including partially hydrolyzed and condensed forms of the distannoxane. The dimeric 1-acyloxy-3-alkoxytetrabutyldistannoxanes resulting from the reaction of esters with dibutyltin oxide are shown to give a similar stannoxane structure after hydrolysis. All the products were characterized in solution by 1H-, 13C- and 119Sn-NMR spectroscopy. On the basis of the spectroscopic analysis, a mechanism of the reaction is proposed and discussed.
PROCESS FOR PRODUCTION OF DIALKYLTIN DIALKOXIDES
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Page/Page column 35, (2009/07/25)
An object of the present invention is to provide a process for producing a dialkyl tin compound from a composition of deactivated forms of a dialkyl tin catalyst, and to provide a process for producing the dialkyl tin catalyst from the dialkyl tin compound and using the dialkyl tin catalyst to produce a carbonic acid ester. According to the present invention, a process for producing a dialkyl tin compound is provided that subjects a composition of the deactivated forms of the dialkyl tin catalyst, formed when producing an ester compound, to an alkyl group redistribution reaction and/or dealkylation reaction.
Reactivity behavior of (hydroxy)diorganotin(IV)methanesulfonates with ionic nucleophiles - Synthesis and structural characterization of novel diorganostannate salts, [R2Sn(μ-OH)(OSO2Me)(ONO 2)]22Bu4N
Shankar, Ravi,Kumar, Mukesh,Chadha, Raj K.,Narula, Suraj P.
, p. 71 - 75 (2008/10/08)
The reaction of R2Sn(OH)OSO2Me [R=n-Pr (1a), or n-Bu (1b)] with one equivalent of Bu4NNO3 in CH 2Cl2 proceeds via nucleophilic addition of NO 3- ion to the Lewis acidic tin center and results in the formation of novel diorganostannates, [R2Sn(μ-OH)(OSO 2Me)(ONO2)]22Bu4N [R=n-Pr (2a), n-Bu(2b)]. The molecular structure of 2b comprises of hydroxy-bridged dimer with monodentate methanesulfonate and nitrate groups bonded to each tin atom. Analogous reactions of the tin precursor, 1b with strong nucleophiles such as Bu4NX (X=F-, OAc-) and RLi (R=n-Bu, Me) favor ionic metathesis pathway involving Sn-OSO2Me bond cleavage. This approach provides a simple and facile synthetic route for triorganotin oxides, (R2R′Sn)2O (R=R′=n-Bu, R=n-Bu, R′=Me).
