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Abstrakty
The model isomerization reaction of 1,4-diallyloxybutane catalyzed by [RuClH(CO)(PPh3)3] has been studied. This reaction practically solely leads to the formation of 1-propenyl derivatives in mild and solventless reaction conditions. A mixture of isomer products, i.e. (Z,Z)-, (Z,E)-, (E,E)-l,4-di(l-propenyloxy)butanes is formed. The effect of the reaction conditions on the yield of 1-propenyl ether and the isomers contents was examined. The temperature, the catalyst concentration, the atmosphere of the reaction gas (air or inert gas) and the reaction time were changed. From the viewpoint of a minimal concentration of ruthenium pre-catalyst, the optimal parameters for the quantitative synthesis of 1-propenyl ether have been determined. Additionally, the 100%-yield reaction time was evaluated depending on the temperature and ruthenium pre-catalyst concentration.
Czasopismo
Rocznik
Tom
Strony
59--61
Opis fizyczny
Bibliogr. 11 poz., tab., rys.
Twórcy
autor
- Institute of Organic Chemical Technology, Technical University of Szczecin, Pułaski St. 10, 70-322 Szczecin
Bibliografia
- (1) Hoyle E. Ch., Kinstle F. J., Radiation curing of polymeric materials, Series 417, American Chemical Society, Washington, 1989.
- (2) Rajaraman S., Crivello J., Tandem isomerization/cationic polymerization of allylic ethers, Polym. Mater. Sci. Eng., 1997, 77, 603.
- (3) Saito T, Maeda K., Yamoda S., Light-curable coating materials for paper, (Sanyo Chemical Industriers Ltd., Japan); JP 09143897 A2, 1997.
- (4) Crivello J., Jo K., Propenyl ethers. I . The synthesis of propenyl ether monomers, J. Polym. Sci. Part A: Polym. Chem., 1993, 31, 1473.
- (5) Krompiec S., Izomeryzacja alkenów i ich funkcyjnie podstawionych pochodnych katalizowana kompleksami rutenu, Zesz. Nauk. Pol. Sl., 136, 1997.
- (6) Krompiec S., Antoszczyszyn M., Urbala M., Bieg T, Isomerization of allyl ethers of diols and triols catalyzed by ruthenium complexes, Polish J. Chem., 2000, 74, 737.
- (7) Urbala M., Antoszczyszyn M., Krompiec S., Non-waste synthesis of l-propenoxyl monomers Polish J. Chem. Tech., 2001, 5, 3, 22.
- (8) Martysz D., Antoszczyszyn M., Urbala M., Krompiec S., Fabrycy E., Synthesis of 1-propenyl ethers and their using as modifiers of UV-cured coatings in radical and cationic polymerization, Prog. Org. Coat., 2003, 46, 302.
- (9) Martysz D., Urbala M., Antoszczyszyn M., 1-Propenyl ethers of butanediol as effective modifiers of UV-cured epoxy coatings in cationic polymerization, Polimery, 2002, 47, 11-12, 849.
- (10) Janus E., Antoszczyszyn M., Urbala M., Synthesis of mono- and diallyl ethers of l,4-dihydroxybutane, (Z)-l,4- dihydroxy-2-butene and l,4-dihydroxy-2-butyne, Polish J. Appl. Chem, 1999, 43, 77 - 83.
- (11) Lewison J. J , Robinson S. N , Transition-metal complexes containing phosphorus ligands Part III. Convenient syntheses of some triphenylphosphine complexes of the platinum metals, J. Ch. Soc. (A), 1970, 2947.
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Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BPS2-0028-0105