Diels-AIder reaction between cyclopentadiene and dimethyl maleate in ionic liquids

• Autorzy: Mazurkiewicz, A. , Janus, E. , Antoszczyszyn, M.
• Języki publikacji: EN

Abstrakty

EN

The reaction between cyclopentadiene and dimethyl maleate was carried out in the ionic liquids (1-alkoxymethyl-3-methylimidazolium salts) or in their mixture with the organic solvent. The effect of the length of the alkoxy substituent and the type of anion (BF4-, PF6-) on the yield of the product, the endo/exo ratio and the reaction rate constant (k2) were studied. The activity of the scandium triflate in the Diels-AIder reaction carried out in various reaction medium (methylene chloride, diethyl ether, methanol, 3-methyl-1-pentyloxyimidazolium tetrafluoroborate) was established.

Słowa kluczowe

PL

ciecze jonowe; reakcja Dielsa-Aldera; cykloaddycja

EN

ionic liquids; Diels-AIder reaction

• Czasopismo: Polish Journal of Chemical Technology
• Rocznik: 2004
• Tom: Vol. 6, nr 2
• Strony: 31-34
• Opis fizyczny: Bibliogr. 16 poz., tab., rys.

Twórcy

autor

Mazurkiewicz, A.

• Technical University of Szczecin, Department of Organic Chemical Technology, Pułaski Str. 10, 70-322 Szczecin

autor

Janus, E.

• Technical University of Szczecin, Department of Organic Chemical Technology, Pułaski Str. 10, 70-322 Szczecin

autor

Antoszczyszyn, M.

• Technical University of Szczecin, Department of Organic Chemical Technology, Pułaski Str. 10, 70-322 Szczecin

Bibliografia

• (1) Pernak J., Przemysł Chemiczny, 2000, 79 (5), 150.
• (2) Pernak J., Przemysł Chemiczny, 2003, 82 (8-9), 521.
• (3) Welton T , Chem. Rev., 1999, 99, 2071.
• (4) Holbrey J. D., Seddon K. R., Ionic Liauids, Clean Products and Processes, 1999, 223.
• (5) Wasserscheid P, Keim W., Angew. Chem. Int. Ed., 2000, 39, 3772.
• (6) Song Ch. E . , Shim W.H., Coi J.H., Chem. Commun., 2000, 1695.
• (7) Olivier H., J . Mol. Catal. A: Chem., 1999, 145, 285.
• (8) Yadav J.S., Reddy B.V, Gayathri K.U., Prasad A.R., Synthesis Commun., 2002, 17, 2537.
• (9) Dyson P.J., Transition Metal Chemistry, 2002, 27, 353.
• (10) Loh T.-P, Pei J., Lin M., Chem. Commun., 1996, 2315.
• (11) Kobayashi S., Hachiya I., Araki M., Ishitani H., Tetrahedron Lett., 1993, 34(23), 3755.
• (12) Xie W, Jin Y . , Wang P.G., Chemtech, 1999, 29(2), 23.
• (13) Reetz M.T., Giebel D., Angew. Chem. Int. Ed., 2000, 39(14), 2498.
• (14) Song Ch.E., Shim W.H., Roh E . J . , Lee S., Choi J.H., Chem. Commun., 2001, 1122.
• (15) Nagayama S., Kobayashi S., Angew. Chem. Int. Ed., 2000, 39(3), 567.
• (16) Kobayashi S., Nagayama S., J . Am. Chem. Soc, 1998, 120, 2985.