Copper (II) chloride / tetrabutylammonium bromide catalyzed oxidation of 2,6-diisopropylnaphthalene and 4,4′-diisopropylbiphenyl

• Autorzy: Beata Orlińska , Jan Zawadiak
• Języki publikacji: EN

Abstrakty

EN

The oxidation processes of 2,6-diisopropylnaphthalene and 4,4′-diisopropylbiphenyl with oxygen in the presence of a catalyst, composed of copper(II) chloride and tetrabutylammonium bromide, were investigated. It was found that, in essence, only one isopropyl group undergoes oxidation, and obtained mixtures contained mainly peroxide, alcohol, ketone and only small amounts of hydroperoxide. [...]

Słowa kluczowe

EN

Catalytic oxidation; 2,6-Diisopropylnaphthalene; 4,4′-Diisopropylbiphenyl; Peroxides

• Czasopismo: Open Chemistry
• Rocznik: 2010
• Tom: 8
• Numer: 2
• Strony: 285-290

Daty

wydano

2010-04-01

online

2010-03-23

Twórcy

autor

Beata Orlińska

• Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Gliwice, 44-100, Poland,

autor

Jan Zawadiak

• Department of Chemical Organic Technology and Petrochemistry, Silesian University of Technology, Gliwice, 44-100, Poland

Bibliografia

• [1] R.J. Schmidt, Appl. Catal. A 280, 89 (2005)
• [2] G. Centi, F. Cavani, F. Trifiro, Selective Oxidation by Heterogeneous Catalysis (Kluwer Academic, New York, 2001)
• [3] G. Centi, S. Perathoner, Catal. Today 143, 145 (2009) http://dx.doi.org/10.1016/j.cattod.2008.09.032[Crossref]
• [4] N.I. Kuznetsova, L.I. Kuznetsova, Kinet. Catal. 50, 1 (2009) http://dx.doi.org/10.1134/S0023158409010017[Crossref]
• [5] Ullmann’s Encyclopedia of Industrial Chemistry (VCH Verlagsgesellschaft mbH, Weinheim, 1991) vol. A19 302–304, vol. A8 31–32; vol. A23 113–114
• [6] K. Weissermel, H.J. Arpe, Industrial Organic Chemistry, 2nd edition (VCH Verlagsgesellschaft mbH, Weinheim, 1993) 349, 358, 324
• [7] US Patent 4503262 (1985), EP Patent 0288428 (1988), EP Patent 0320451 (1988), EP Patent 0308133 (1989), EP Patent 0370729 (1989), EP Patent 0239643 (1986)
• [8] Z. Stec, J. Zawadiak, Pol. J. Appl. Chem. 42, 237 (1998)
• [9] US Patent 4983777 (1991), US Patent 5091592 (1992), EP Patent 0439083 (1991)
• [10] Z. Stec, J. Zawadiak, R. Zellerhoff, B. Orlińska, Przem. Chem. 82, 637 (2003)
• [11] Ullmann’s Encyclopedia of Industrial Chemistry (VCH Verlagsgesellschaft mbH, Weinheim, 1991) vol. A20, A21
• [12] Y. Aoki, S. Sakaguchi, Y. Ishii, Adv. Synth. Catal. 346, 199 (2004) http://dx.doi.org/10.1002/adsc.200303168[Crossref]
• [13] Y. Ishii, S. Sakaguchi, Catal. Today 117, 105 (2006) http://dx.doi.org/10.1016/j.cattod.2006.05.006[Crossref]
• [14] 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]
• [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] J. Zawadiak, D. Gilner, Pol. J. Appl. Chem. 41, 169 (1997)
• [17] US Patent 5990357 (1999)
• [18] B. Orlińska, J. Zawadiak, Appl. Catal. A 287, 68 (2005) http://dx.doi.org/10.1016/j.apcata.2005.03.025[Crossref]
• [19] J. Zawadiak, B. Orlińska, Z. Stec, Fresenius’ J. Anal. Chem. 367, 502 (2000) http://dx.doi.org/10.1007/s002160000357[Crossref]
• [20] B. Orlińska, Z. Stec, J. Zawadiak, Chem. Anal. (Warsaw) 52, 689 (2007)
• [21] J. Zawadiak, D. Gilner, Z. Kulicki, S. Baj, Analyst 118, 1081 (1993) http://dx.doi.org/10.1039/an9931801081[Crossref]
• [22] R.A. Sheldon, J.K. Kochi, Metal Catalyzed Oxidations of Organic Compounds (Academic Press, New York, 1981)
• [23] L.J. Csányi, K. Jáky, J. Mol. Catal. A 120, 125 (1997) http://dx.doi.org/10.1016/S1381-1169(96)00434-7[Crossref]
• [24] J.A. Howard, in J.K. Kochi (Ed.), Free radicals (Wiley, New York, 1973) vol. 2, 3
• [25] J. Zawadiak, D. Gilner, R. Mazurkiewicz, B. Orlińska, Appl. Catal. A 205, 239 (2001) http://dx.doi.org/10.1016/S0926-860X(00)00568-8[Crossref]
• [26] N. Taha, M. Chidambaram, J. Dakka, Y. Sasson, Catal. Lett. 129, 358 (2009) http://dx.doi.org/10.1007/s10562-009-9874-5[Crossref]
• [27] H.C. Bailey, G.W. Godin, Trans. Faraday Soc 52, 68 (1956) http://dx.doi.org/10.1039/tf9565200068[Crossref]
• [28] R. Nakamura, Y. Obora, Y. Ishii, Tetrahedron 65, 3577 (2009) http://dx.doi.org/10.1016/j.tet.2009.03.013[Crossref]

Identyfikatory

DOI

10.2478/s11532-009-0134-8