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2014 | 16 | 3 | 69-73
Tytuł artykułu

Single Pot Benzylation of O-Xylene with Benzyl Chloride and Benzyl Alcohol Over Pillared Montmorillonites

Treść / Zawartość
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Improvement of product selectivity is a major concern of the day. Presence of a coreactant can alter the rate as well as product selectivity of many key reactions like Friedel-Crafts benzylation. Single pot benzylation of o-xylene with benzyl chloride and benzyl alcohol was studied over transition metal exchanged pillared clay catalysts. Complete conversion of benzyl alcohol occured within one hour with 100% monoalkylated product selectivity. The reaction of o-xylene with benzyl alcohol was found to proceed fast in presence of benzyl chloride in single pot, than when present alone as the benzylating species. This enhancement occurs at the expense of no reaction of benzyl chloride, which when present alone reacts faster than benzyl alcohol. Existence of a second transition metal exchanged between the pillars increased the rate of the reaction. A detailed investigation of the reaction variables suggested preferential adsorption of benzyl alcohol to catalyst active sites as the reason.
Wydawca
Rocznik
Tom
16
Numer
3
Strony
69-73
Opis fizyczny
Daty
wydano
2014-09-01
online
2014-10-03
Twórcy
autor
  • Mar Athanasius College, Department of Chemistry, Kothamangalam, India- 686666, , mk@macollege.in
autor
  • Cochin University of Science and Technology, Department of Applied Chemistry, Kerala, India
Bibliografia
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  • 2. Cornelis, A., Dony, C., Laszlo, P. & Nsunda, K.M. (1991). No contest: A co-reactant deprived of reactivity, Tetrahedron Lett. 32, 2903-2904. DOI: 10.1016/0040-4039(91)80347-9.[Crossref]
  • 3. Yuan, P. , He, H., Bergaya, F., Wu, D., Zhou, Q. & Zhu, J. (2006). Synthesis and characterization of delaminated iron-pillared clay with meso-microporous structure, Micropor. Mesopor. Mater. 88, 8-15. DOI: 10.1016/j.micromeso.2005.08.022.[Crossref]
  • 4. Luo, M., Bowden, D. & Brimblecombe, P. (2009). Catalytic property of Fe-Al pillared clay for Fenton oxidation of phenol by H2O2, Appl. Catal. B: Environ. 85, 201-206. DOI.10.1016/j. apcatb.2008.07.013.[Crossref]
  • 5. Gil, A., Gandia, L.M. & Vicente, M.A. (2000). Recent advances in the synthesis and catalytic applications of pillared clays, Catal. Rev. Sci. Eng. 42, 145-212. DOI: 10.1081/ CR-100100261.[Crossref]
  • 6. Ramirez, J.H., Vicente, M.A. & Madeira, L.M. Heterogeneous photo-Fenton oxidation with pillared clay-based catalysts for wastewater treatment: A review, (2010) Appl. Catal. B: Environ. 98, 10-26 DOI: 10.1016/j.apcatb.2010.05.004.[Crossref]
  • 7. Long, R.Q. & Yang, R.T. (2000). Selective catalytic reduction of NO with ammonia over V2O5 doped TiO2 pillared clay catalysts, Appl. Catal. B: Environ. 24, 13-21. DOI: 10.1016/ S0926-3373(99)00092-2.[Crossref]
  • 8. Long, R.Q. & Yang, R.T. (2000). The promoting role of rare earth oxides on Fe-exchanged TiO2-pillared clay for selective catalytic reduction of nitric oxide by ammonia, Appl. Catal. B: Environ. 27, 87-95. DOI: 10.1016/S0926-3373(00)00140-5.[Crossref]
  • 9. Choudhary, B.M., Rao, B.P.C., Chowdri, N.S. & Kantam, M.L. (2002). Fe3+-montmorillonite: A bifunctional catalyst for one pot Friedel-Crafts alkylation of arenes with alcohols, Catal. Commun. 3, 363-367. DOI: 10.1016/S1566-7367(02)00143-7.[Crossref]
  • 10. Okumura, K., Nishigaki, K. & Niwa, M. (2001). Prominent catalytic activity of Ga-containing MCM-41 in the Friedel-Crafts alkylation, Micropor. Mesopor. Mater. 44-45, 509-516. DOI: 10.1016/S1387-1811(01)00228-1.[Crossref]
  • 11. Chu, X., Chuah, G.K. & Jaenicke, S. (2002) Liquid- -phase regioselective benzylation of bromobenzene and other aromatics over microporous zeolites, Micropor. Mesopor. Mater. 53, 153-161. DOI: 10.1016/S1387-1811(02)00336-0.[Crossref]
  • 12. Bidart, A.M.F., Borges, A.P.S., Nogueira, L. & Lachter, E. R. & Mota, C.J.A. (2001). Iron-exchanged zeolite as effective catalysts for Friedel-Crafts alkylation with alkyl halides ,Catal. Lett. 75, 155-157. DOI: 10.1023/A:1016748206714.[Crossref]
  • 13. Sherly, K.B. & Bhatt, V.T. (2002). Catalytic activity of CeO2 and Pr2O3 for the liquid-phase benzylation of o-xylene to 3,4 - dimethyldiphenylmethane, React. Kin. Catal. Lett., 75, 239-243.
  • 14. Kurian, M. & Sugunan, S. (2005). Characterisation of the acid base properties of pillared montmorillonites Micropor. Mesopor. Mater. 83, 25-34. DOI: 10.1016/j.micromeso. 2005.03.001.[Crossref]
  • 15. Kurian, M. & Sugunan, S. (2006). Wet peroxide oxidation of phenol over mixed pillared montmorillonites. Chem. Engg. J. 115, 139-146. DOI: 10.1016/j.cej.2005.08.010.[Crossref]
  • 16. Kurian, M. & Sugunan, S. (2006). Tertiary butylation of phenol over iron pillared montmorillonites . Catal. Commun. 7, 417-421. DOI: 10.1016/j.catcom.2005.12.005.[Crossref]
  • 17. Kurian, M. & Sugunan, S. (2003). Liquid phase benzylation of o-xylene over pillared clays . Ind. J. Chem. 42A, 2480-2486.
  • 18. Arata, K., Nakamura, H. & Shouji, M. (2000). Friedel-Crafts acylation of toluene catalyzed by solid superacids, Appl. Catal. A: Gen. 197, 213-219. DOI: 10.1016/S0926-860X(99)00484-6.[Crossref]
  • 19. Yadav, G.D. & Nair, J.J. (1999). Sulfated zirconia and its modified versions as promising catalysts for industrial processes, Micropor. Mesopor. Mater. 33, 1-48. DOI: 10.1016/ S1387-1811(99)00147-X. [Crossref]
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.-psjd-doi-10_2478_pjct-2014-0053
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