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Lewis acids immobilized in ionic liquid – application for the acetal synthesis

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Treść / Zawartość
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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Catalytic systems composed of metal chloride (InCl3, ScCl3, YCl3, YbCl3, LaCl3, BiCl3, ZnCl3 and CuCl3) and 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)-imide, [C1C4Pyrr][NTf2] as ionic liquid were prepared. Catalytic activity of all the systems were compared in acetalization reaction between cyclohexanone and triethyl orthoformate. 1,1-Diethoxycyclohexane were formed with high yield and the selectivity at 0°C within 5 minutes. Selected metal chlorides immobilized in ionic liquid were recycled 5 times without a decrease in their activities.
Rocznik
Strony
78--80
Opis fizyczny
Bibliogr.14 poz., wykr., wz.
Twórcy
autor
  • West Pomeranian University of Technology, Szczecin, Department of Chemical Organic Technology, ul. Pułaskiego 10, 70-322 Szczecin, Poland
Bibliografia
  • 1. Closson, A.P. & Monteleone, M.G. (2010). U.S. Patent No. 7820616.
  • 2. Bickers, D.R., Calow, P., Greim, H.A., Hanifin, J.M., Rogers, A.E., Saurat, J.H., Sipes, I.G., Smith, R.L. & Tagami, H. (2003). The safety assessment of fragrance materials. RegulatoryToxicology and Pharmacology 37, 218-273. DOI: 10.1016/ S0273-2300(03)00003-5.
  • 3. Sato, H. & Shishikura, A. (2012). U.S. Patent No. 8158564.
  • 4. Delfort, B., Durand, I., Jaecker, A., Lacome, T., Montagne, X. & Paille, F. (2006). U.S. Patent No. 7097674.
  • 5. Pauley, E.P. & Neighbor, K.S. (2003). U.S. Patent No. 6512146.
  • 6. Boutique, J.P., Burckett St., Laurent, J.Ch., Bouilliche, M., Beckholt, D.A., Murthy, S.R. & Tremblay, M.E. (2012). U.S. Patent No. 8293697.
  • 7. Butora, G., Koeplinger, K.A., MacCoss, M., McMasters, D.R., Olsen, D.B. & Yang, L. (2009). U.S. Patent No. 7632821.
  • 8. Smith, B.M. & Graham, A.E. (2006). Indium triflate mediated acetalization of aldehydes and ketones. TetrahedronLett. 47, 9317-9319. DOI: 10.1016/j.tetlet.2006.10.111.
  • 9. Yip, L., Kubczyk, T.M., Davies, T.E., Taylor, S.H., Apperley, D.C. & Graham, A.E. (2012). Nanoporous aluminosilicate mediated transacetalization reactions: application in glycerol valorization. Catal. Sci. Technol. 2, 2258-2263. DOI: 10.1039/ c2cy20188g.
  • 10. Kim, S., Chin, C.S. & Eum, M.S. (2006). Cyclic acetals from catalytic addition of diols to terminal alkynes with a cationic iridium complex containing two labile ligands. J. Mol. Catal. A: Chem. 253, 245-248. DOI: 10.1016/j.molcata.2006.03.010.
  • 11. Krompiec, S., Penkala, M., Szczubiałka, K. & Kowalska, E. (2012). Transition metal compounds and complexes as catalysts in synthesis of acetals and orthoesters: Theoretical, mechanistic and practical aspects. Coordin. Chem. Rev. 256, 2057-2095. DOI: 10.1016/j.ccr.2012.05.006.
  • 12. Janus, E. & Stefaniak, W. (2008). The Diels-Alder reaction in phosphonium ionic liquid catalysed by metal chlorides, triflates and triflimides. Catal. Lett. 124, 105-110. DOI: 10.2478/ v10026-010-0015-0.
  • 13. Janus, E. & Bittner, B. (2010). Triethylsulfonium Bistriflimide as the reaction medium in catalyzed and uncatalyzed cycloaddition [4+2]. Catal. Lett. 324, 147-154. DOI: 10.1007/ s10562-009-0211-9.
  • 14. Kim, Y.J. & Varma, R.S. (2005). Microwave-assisted preparation of 1-butyl-3-methylimidazolium tetrachlorogallate and its catalytic use in acetal formation under mild conditions. TetrahedronLett. 46, 7447-7449. DOI: 10.1016/j.tetlet.2005.08.059.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-224ed7d5-a9b4-43ca-86e9-d607e6c8c732
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