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2010 | 12 | 2 | 33-37

Article title

Acidic ionic liquids based on phosphonium chloride and metal chlorides-recyclable media and catalysts in the Diels-Alder reaction

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Content

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Languages of publication

EN

Abstracts

EN
Acidic ionic liquids based on trihexyltetradecylphosphonium chloride-P6.6.6.14 Cl and six different metal chlorides (YCl3, YbCl3, MgCl2, ZnCl2, CuCl2, InCl3) were prepared. The molar fraction of metal chloride (XMClx) used for the formation of acidic ionic liquids with P6.6.6.14 Cl was changed in the range from 0.3 to 0.5. The high catalytic activity in the Diels-Alder reaction of cyclopentadiene and various αβ-unsaturated carbonyl compounds showed ionic liquids at XMClx≤0.4. In general, the highest product yields and endo:exo ratios were achieved in the acidic ionic liquids formed from MgCl2, YCl3 and YbCl3. Thermogravimetric analysis suggested that the prepared ionic liquids were thermally stable up to nearly 400°C. Additionally, they could be reused with only little loss of catalytic activity after the 4th recycle.

Publisher

Year

Volume

12

Issue

2

Pages

33-37

Physical description

Dates

published
1 - 1 - 2010
online
9 - 7 - 2010

Contributors

author
  • Department of Organic Chemical Technology, West Pomeranian University of Technology, ul. Pulaskiego 10, 70-322 Szczecin, Poland

References

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  • Ciao, Y. & Malhotra, S. V. (2005). Friedel-Crafts alkylation reactions in pyridinium-based ionic liquids. J. Mol. Catal. A 230, 129-133. doi:10.1016/j.molcata.2004.12.015.[Crossref]
  • Yin, D., Li, Ch., Tao, L., Yu, N., Hu, S. & Yin, D. (2006). Synthesis of diphenylmethane derivatives in Lewis acidic ionic liquids. J. Mol. Catal. A, 245, 260-265. doi:10.1016/ j.molcata.2005.10.010.[Crossref]
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  • Abbott, A. P., Capper, G., Davies D. L., Rasheed R. K. & Tambyrajah, V. (2002). Quaternary ammonium zinc- or tincontaining ionic liquids: water insensitive, recyclable catalysts for Diels-Alder reactions. Green Chem. 4, 24-26. doi:10.1039/ b108431c.[Crossref]
  • Tsunashima, K. & Sugiya, M. (2007). Physical and electrochemical properties of low-viscosity phosphonium ionic liquids as potential electrolytes. Electrochem. Commun. 9, 2353-2358. doi:10.1016/j.elecom.2007.07.003.[WoS][Crossref]
  • Chowdhury, S., Mohan, R. S. & Scott, J. L. (2007). Reactivity of ionic liquids. Tetrahedron 63, 2363-2389. doi:10.1016/j.tet.2006.11.001.[Crossref]

Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_v10026-010-0015-0
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