PL EN


Preferencje help
Widoczny [Schowaj] Abstrakt
Liczba wyników
Czasopismo
2011 | 9 | 4 | 670-676
Tytuł artykułu

N- Hydroxyphthalimide and transition metal salts as catalysts of the liquid-phase oxidation of 1-methoxy-4-(1-methylethyl)benzene with oxygen

Treść / Zawartość
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
The oxidation process of 1-methoxy-4-(1-methylethyl)benzene catalysed by N-hydroxyphthalimide (NHPI) or NHPI in combination with Cu(II), Co(II), Mn(II) and Fe(II) salts was studied. The effects of the amount of catalyst and the temperature were determined. 1-Methyl-1-(4-methoxyphenyl)ethyl hydroperoxide was obtained in a yield of 73 mol% when 1-methoxy-4-(1-methylethyl)benzene was oxidised for 3 h at 60°C in acetonitrile as a solvent in the presence of NHPI. 1-(4-Methoxyphenyl)ethanone with high selectivity up to 68–75 mol%, but low yield amounting to 11 mol% was obtained when 1-methoxy-4-(1-methylethyl)benzene was oxidised in the presence of the NHPI/Cu(II) system at 120°C. [...]
Wydawca

Czasopismo
Rocznik
Tom
9
Numer
4
Strony
670-676
Opis fizyczny
Daty
wydano
2011-08-01
online
2011-06-04
Twórcy
  • Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, 44-100, Gliwice, Poland, beata.orlinska@polsl.pl
  • Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, 44-100, Gliwice, Poland
Bibliografia
  • [1] J.A. Howard, In: J.K. Kochi (Ed.), Free Radicals (Wiley, New York, 1973) Vol. 2, 3
  • [2] E.T. Denisov, I.B. Afanas’ev, Oxidation and Antioxidants in Organic Chemistry and Biology (Taylor & Francis Group, Boca Raton, 2005) http://dx.doi.org/10.1201/9781420030853[Crossref]
  • [3] J. Zawadiak, Z. Stec, B. Jakubowski, B. Orlińska, Int. J. Chem. Kin. 35, 89 (2003) http://dx.doi.org/10.1002/kin.10108[Crossref]
  • [4] J. Zawadiak, B. Jakubowski, Z. Stec, Int. J. Chem. Kin. 37, 10 (2004) http://dx.doi.org/10.1002/kin.20043[Crossref]
  • [5] J.W. Power, WO Patent 2009085296 (2009)
  • [6] X. Qian, US Patent 2009093563 (2009)
  • [7] H. Cai, J. Mao, Y. Tao, Z. Zheng, React. Kinet. Catal. Lett. 97, 43 (2009) http://dx.doi.org/10.1007/s11144-009-0021-5[Crossref]
  • [8] A.B. Fleischer Jr, E.H. Schwartzel, S.I. Colby, D.J. Altman, J. Am. Acad. Dermatol. 42, 459 (2000) http://dx.doi.org/10.1016/S0190-9622(00)90219-6[Crossref]
  • [9] D.J. Bradshaw, P.M. Cawkill, M.S. Watson, J.M. Behan, WO Patent 2008113495 (2008)
  • [10] J.L. Hayes, B.L. Strom, L. Roton, L.L. Ingram, US5695807 (1997)
  • [11] G.A. Russell, R.C. Williamson, J. Am. Chem. Soc. 86, 2357 (1964) http://dx.doi.org/10.1021/ja01066a012[Crossref]
  • [12] J.A. Howard, K.U. Ingold, M. Symonds, Can. J. Chem. 46, 1017 (1968) http://dx.doi.org/10.1139/v68-165[Crossref]
  • [13] Y. Ishii, S. Sakaguchi, T. Iwahama, Adv. Synth. Catal. 343, 393 (2001) http://dx.doi.org/10.1002/1615-4169(200107)343:5<393::AID-ADSC393>3.0.CO;2-K[Crossref]
  • [14] Y. Ishii, S. Sakaguchi, Catal. Today 117, 105 (2006) http://dx.doi.org/10.1016/j.cattod.2006.05.006[Crossref]
  • [15] F. Minisci, C. Punta, F. Recupero, J. Mol. Catal. A: Chem. 251, 129 (2006) http://dx.doi.org/10.1016/j.molcata.2006.02.011[Crossref]
  • [16] F. Recupero, C. Punta, Chem. Rev. 107, 3800 (2007) http://dx.doi.org/10.1021/cr040170k[Crossref]
  • [17] R.A. Sheldon, I.W. Arends, J. Mol. Catal. A: Chem. 251, 200 (2006) http://dx.doi.org/10.1016/j.molcata.2006.02.016[Crossref]
  • [18] S. Coseri, Catal. Rev. 51, 218 (2009) http://dx.doi.org/10.1080/01614940902743841[Crossref]
  • [19] R. Amorati, M. Lucarini, V. Mugnaini, G.F. Pedulli, J. Org. Chem. 68, 1747 (2003) http://dx.doi.org/10.1021/jo026660z[Crossref]
  • [20] I. Hermans, L. Vereecken, P. Jacobs, J. Peeters, Chem. Commun. 1140 (2004) [Crossref]
  • [21] I. Hermans, P. Jacobs, J. Peeters, Phys. Chem. Chem. Phys. 9, 686 (2007) http://dx.doi.org/10.1039/b616392k[Crossref]
  • [22] G. da Silva, J.W. Bozzelli, J. Phys. Chem. C 111, 5760 (2007) http://dx.doi.org/10.1021/jp068727i[Crossref]
  • [23] I. Hermans, J. Peeters, P. Jacobs, Top. Catal. 50, 124 (2008) http://dx.doi.org/10.1007/s11244-008-9099-7[Crossref]
  • [24] O. Fukuda, S. Sakaguchi, Y. Ishii, Adv. Synth. Catal. 343, 809 (2001) http://dx.doi.org/10.1002/1615-4169(20011231)343:8<809::AID-ADSC809>3.0.CO;2-1[Crossref]
  • [25] Y. Aoki, S. Sakaguchi, Y. Ishii, Adv. Synth. Catal. 346, 199 (2004) http://dx.doi.org/10.1002/adsc.200303168[Crossref]
  • [26] Y. Aoki, N. Hirai, S. Sakaguchi, Y. Ishii, Tetrahedron 61, 10995 (2005) http://dx.doi.org/10.1016/j.tet.2005.08.087[Crossref]
  • [27] R. Nakamura, Y. Obora, Y. Ishiii, Chem. Commun. 3417 (2008) [Crossref]
  • [28] K. Sugamoto, Y. Matsushita, T. Yamamoto, T. Matsui, Synth. Commun. 35, 1865 (2005) http://dx.doi.org/10.1081/SCC-200064901[Crossref]
  • [29] F. Minisci, F. Recupero, A. Cecchetto, C. Gambarotti, C. Punta, R. Paganelli, Org. Process Res. Dev. 8, 163 (2004) http://dx.doi.org/10.1021/op034137w[Crossref]
  • [30] R. Nakamura, Y. Obora, Y. Ishii, Tetrahedron 65, 3577 (2009) http://dx.doi.org/10.1016/j.tet.2009.03.013[Crossref]
  • [31] B. Orlińska, Tetrahedron Lett. 51, 4100 (2010) http://dx.doi.org/10.1016/j.tetlet.2010.05.128[Crossref]
  • [32] S. Baj, A. Chrobok, Int. J. Chem. Kinet. 40, 287 (2008) http://dx.doi.org/10.1002/kin.20315[Crossref]
  • [33] J. Zawadiak, D. Gilner, Z. Kulicki, S. Baj, Analyst 118, 1081 (1993) http://dx.doi.org/10.1039/an9931801081[Crossref]
  • [34] S. Baj, Z. Kulicki, J. Chrom. 588, 33 (1991) http://dx.doi.org/10.1016/0021-9673(91)85004-Y[Crossref]
  • [35] I. Hermans, P. Jacobs, J. Peeters, J. Mol. Catal. A: Chem. 251, 221 (2006) http://dx.doi.org/10.1016/j.molcata.2006.02.005[Crossref]
  • [36] C.G. Overberger, H. Biletch, A.B. Finestone, J. Lilker, J. Herbert, J. Am. Chem. Soc. 75, 2078 (1953) http://dx.doi.org/10.1021/ja01105a017[Crossref]
  • [37] J.P. Van Hook, A.V. Tobolsky, J. Am. Chem. Soc. 80, 779 (1958) http://dx.doi.org/10.1021/ja01537a006[Crossref]
  • [38] R.A. Sheldon, J.K. Kochi, Metal Catalyzed Oxidations of Organic Compounds (Academic Press, New York, 1981)
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.-psjd-doi-10_2478_s11532-011-0048-0
JavaScript jest wyłączony w Twojej przeglądarce internetowej. Włącz go, a następnie odśwież stronę, aby móc w pełni z niej korzystać.