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2007 | 5 | 4 | 1073-1083
Tytuł artykułu

Ionic liquid-functionalized SBA-15 mesoporous material: efficient heterogeneous catalyst in versatile organic reactions

Treść / Zawartość
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Ionic liquid-functionalized mesoporous materials exhibited high catalytic activity in versatile organic reactions, such as cycloaddition of carbon dioxide (CO2) with epoxide, aza-Michael addition of amines to α, β-unsaturated carbonyl compounds, and the Biginelli reaction of aldehyde, ethyl acetoacetate and urea. Recycling of the catalyst in these reactions could be carried out and the catalyst used at least five times without significant loss in activity. [...]
Słowa kluczowe
Wydawca

Czasopismo
Rocznik
Tom
5
Numer
4
Strony
1073-1083
Opis fizyczny
Daty
wydano
2007-12-01
online
2007-12-01
Twórcy
autor
  • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, P. R. China, licpxulw@yahoo.com
  • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, P. R. China
  • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, P. R. China
autor
  • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, P. R. China
autor
  • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, P. R. China, laiguoqiao@yahoo.com.cn
Bibliografia
  • [1] J. Dupont, R.F. de Souza and P.A.Z. Suarez: “Ionic Liquid (Molten Salt) Phase Organometallic Catalysis”, Chem. Rev., Vol. 102, (2002), pp. 3667–3692. http://dx.doi.org/10.1021/cr010338r[Crossref]
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  • [3] A.R. Katritzky, S. Singh, K. Kirichenko, J.D. Holbrey, M. Smiglak, W.M. Reichert and R.D. Rogers: “1-Butyl-3-methylimidazolium 3,5-dinitro-1,2,4-triazolate: a novel ionic liquid containing a rigid, planar energetic anion”, Chem. Commun., (2005), pp. 868–870.
  • [4] K. Fukumoto, M. Yoshizawa and H. Ohno: “Room Temperature Ionic Liquids from 20 Natural Amino Acids”, J. Am. Chem. Soc., Vol. 127, (2005), pp. 2398–2399. http://dx.doi.org/10.1021/ja043451i[Crossref]
  • [5] E.B. Carter, S.L. Culver, P.A. Fox, R.D. Goode, I. Ntai, M.D. Tickell, R.K. Traylor, N.W. Hoffman and J.H. Davis: “Sweet success: ionic liquids derived from nonnutritive sweeteners”, Chem. Commun., (2004), pp. 630–631. [Crossref]
  • [6] G. Imperato, E. Eibler, J. Niedermaier and B. König: “Low-melting sugar-urea-salt mixtures as solvents for Diels-Alder reactions”, Chem. Commun., (2005), pp. 1170–1172. [Crossref]
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  • [8] J. Howarth: “Oxidation of aromatic aldehydes in the ionic liquid [bmim]PF6”, Tetrahedron Lett., Vol. 41, (2000), pp. 6627–6629. http://dx.doi.org/10.1016/S0040-4039(00)01037-6
  • [9] G.S. Owens and M.M. Abu-Omar: “Methyltrioxorhenium-catalyzed epoxidations in ionic liquids”, J. Chem. Soc. Chem. Commun., (2000), pp. 1165–1166. [Crossref]
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  • [12] C.E. Song, W.H. Shim, E.J. Roh and J.H. Choi: “Scandium(III) triflate immobilised in ionic liquids: a novel and recyclable catalytic system for Friedel-Crafts alkylation of aromatic compounds with alkenes”, J. Chem. Soc. Chem. Commun., (2000), pp. 1695–1696. [Crossref]
  • [13] W. Chen, L. Xu, C. Chatterton and J. Xiao: “Palladium catalysed allylation reactions in ionic liquids”, J. Chem. Soc. Chem. Commun., (1999), pp. 1247–1248. [Crossref]
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  • [15] A.J. Carmichael, M.J. Earle, J.D. Holbrey, P.B. McCormac and K.R. Seddon: “The Heck Reaction in Ionic Liquids: A Multiphasic Catalyst System”, Org. Lett., Vol. 1, (1999), pp. 997–1000. http://dx.doi.org/10.1021/ol9907771[Crossref]
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  • [17] C. de Bellefon, E. Pollet and P. Grenouillet: “Molten salts (ionic liquids) to improve the activity, selectivity and stability of the palladium catalysed Trost-Tsuji C-C coupling in biphasic media”, J. Mol. Catal. A-Chem., Vol. 145, (1999), pp. 121–126. http://dx.doi.org/10.1016/S1381-1169(99)00032-1[Crossref]
  • [18] A. Corma and H. Garcia: “Silica-Bound Homogenous Catalysts as Recoverable and Reusable Catalysts in Organic Synthesis”, Adv. Synth. Catal., Vol. 348, (2006), pp. 1391–1412. http://dx.doi.org/10.1002/adsc.200606192[Crossref]
  • [19] K. Qiao, H. Hagiwara and C. Yokoyama: “Acidic ionic liquid modified silica gel as novel solid catalysts for esterification and nitration reactions”, J. Mol. Catal. A-Chem., Vol. 246, (2006), pp. 65–69. http://dx.doi.org/10.1016/j.molcata.2005.07.031[Crossref]
  • [20] Y. Liu, J. Peng, S. Zhai, J. Li, J, Mao, M. Li, H. Qiu and G. Lai: “Synthesis of Ionic Liquid Functionalized SBA-15 Mesoporous Materials as Heterogeneous Catalyst toward Knoevenagel Condensation under Solvent-Free Conditions”, Eur. J. Inorg. Chem., (2006), pp. 2947–2949.
  • [21] M.E. Jung: “Stabilized nucleophiles with electron deficient alkenes and alkynes”, In: B.M. Trost, I. Fleming, (Eds.), Comprehensive Organic Synthesis, Pergamon: Oxford, 1991; Vol. 4, p. 30.
  • [22] L.W. Xu, C.G. Xia, H. Wu, L. Yang, W. Zhou and Y. Zhang: “Progress in Aza-Michael reaction”, Chin. J. Org. Chem., Vol. 25, (2005), pp. 167–175. http://dx.doi.org/10.1360/04yb0135[Crossref]
  • [23] B. Basu, P. Das and I. Hossain: “Synthesis of β-Amino Esters via Aza-Michael Addition of Amines to Alkenes Promoted on Silica: A Useful and Recyclable Surface”, Synlett, (2004), pp. 2630–2632. [Crossref]
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  • [25] V. Amarnath and A.D. Broom: “Chemical synthesis of oligonucleotides”, Chem. Rev., Vol. 77, (1977), pp. 183–217. http://dx.doi.org/10.1021/cr60306a002[Crossref]
  • [26] F.W. Li, C.G. Xia, L.W. Xu, C.G. Xia, W. Sun and G.X. Chen: “A novel and effective Ni complex catalyst system for the coupling reactions of carbon dioxide and epoxides”, Chem. Commun., (2003), pp. 2042–2043. [Crossref]
  • [27] Z.D. Aron and L.E. Overman: “The tethered Biginelli condensation in natural product synthesis”, Chem. Commun., (2004), pp. 253–265. [Crossref]
  • [28] L.W. Xu, Z.T. Wang, C.G. Xia, L. Li and P.Q. Zhao: “Improved protocol for the three-component Biginelli reactions and Bigimelli-like Mannich reactions of carbamates, aldehydes, and ketones”, Helv. Chim. Acta, Vol. 87, (2004), pp. 2608–2612. http://dx.doi.org/10.1002/hlca.200490234[Crossref]
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.-psjd-doi-10_2478_s11532-007-0044-6
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