132735-04-7Relevant articles and documents
Silica sulfuric acid; an efficient and reusable catalyst for regioselective ring opening of epoxides by alcohols and water
Salehi, Peyman,Dabiri, Minoo,Zolfigol, Mohammad Ali,Fard, Mohammad Ali Bodaghi
, p. 1113 - 1121 (2004)
The nucleophilic ring opening reactions of epoxides by aliphatic alcohols and water are achieved efficiently in the presence of catalytic amounts of silica sulfuric acid with high degree of regioselectivity. The catalyst is reusable and can be applied several times without any decrease in the yield of reactions.
Synthesis of bi- and tetracatenar highly fluorinated compounds for grafting on silicone materials
Malfait, Stéphane,Gérard, Stéphane,Plantier-Royon, Richard,Mignani, Gérard,Portella, Charles
, p. 760 - 766 (2011)
A series of highly fluorinated compounds bearing two or four perfluoroalkyl (RF) chains, with a flexible or rigid core have been synthesized. Radical additions, nucleophilic addition or condensation reactions were implemented for these synthesi
Pd-catalyzed reaction of allyl carbonate with polyols: The role of CO 2 in transesterification versus etherification of glycerol
Gordillo, Alvaro,Lloyd-Jones, Guy C.
supporting information; experimental part, p. 2660 - 2665 (2012/04/11)
An intermolecular Pd/PPh3-catalyzed transesterification of diallyl carbonate with glycerol to generate glycerol carbonate has been developed. Analysis of the reaction kinetics in THF indicates a first-order dependence on Pd and diallyl carbonate, that the Pd bears two phosphines during the turnover limiting event, and that increasing the glycerol concentration inhibits reaction, possibly via change in the polarity of the medium. 13C isotopic labeling studies demonstrate that the Pd-catalyzed transesterification requires at least one allyl carbonate moiety and that there is rapid equilibrium of the allyl carbonate with CO2 in solution, even when present only at low concentrations. A mechanism that is consistent with these results involves oxidative addition of the allyl carbonate to Pd followed by reversible decarboxylation, with the intermediate I·1- and I·3-allyl Pd alkoxides mediating direct and indirect transesterification reactions with the glycerol. Using this model, successful simulations of the kinetics of reactions conducted under atmospheres of N2 or CO2 could be achieved, including switching in selectivity between etherification and transesterification in the early stages of reaction. Reactions with the higher polyols threitol and erythritol are also efficient, generating the terminal (1,2) monocarbonates with high selectivity. It's a gas: A Pd-catalyzed transesterification of diallyl carbonate with polyols has been developed. The CO2 concentration is shown to control the relative rates of etherification and transesterification. Kinetic and isotopic labeling studies suggest that intermediate I·1-allyl Pd alkoxides mediate indirect intermolecular transesterification. The higher polyols erythritol and threitol selectively generate monocarbonates. Copyright