메뉴 건너뛰기




Volumn 49, Issue 10, 2010, Pages 4607-4613

Hydroxylation of phenol by hydrogen peroxide catalyzed by copper(II) and Iron(III) complexes: The structure of the ligand and the selectivity of ortho-hydroxylation

Author keywords

[No Author keywords available]

Indexed keywords

CONCENTRATION OF; CU COMPLEXES; DIHYDROXYBENZENES; HIGH CONCENTRATION; HIGH SELECTIVITY; HYDROXYLATION OF PHENOL; N ,O LIGANDS; REACTION TIME; SELECTIVE CATALYSTS; SELECTIVE FORMATION;

EID: 77952389690     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie902040m     Document Type: Article
Times cited : (57)

References (46)
  • 2
    • 0001438620 scopus 로고
    • Catalytic hydroxylation of phenol by hydrogen peroxide
    • Minosci, F.; Maggioni, P. Catalytic Hydroxylation of Phenol by Hydrogen Peroxide Chim. Ind. 1977, 59, 239
    • (1977) Chim. Ind. , vol.59 , pp. 239
    • Minosci, F.1    Maggioni, P.2
  • 3
    • 0016994216 scopus 로고
    • Hydroquinone and pyrocatechol production by direct oxidation of phenol
    • Varagnat, J. Hydroquinone and Pyrocatechol Production by Direct Oxidation of Phenol Ind. Eng. Chem., Prod. Res. Dev. 1976, 15, 212
    • (1976) Ind. Eng. Chem., Prod. Res. Dev. , vol.15 , pp. 212
    • Varagnat, J.1
  • 4
    • 77952392823 scopus 로고
    • Process for preparing dihydric phenol derivatives. U.S. Patent 4,078,006, to UBE Industries. U.S. 5714641.
    • Umemura, S.; Takamitsu, N.; Hamamoto, T.; Kuroda, N. Process for preparing dihydric phenol derivatives. U.S. Patent 4,078,006, 1978, to UBE Industries. U.S. 5714641.
    • (1978)
    • Umemura, S.1    Takamitsu, N.2    Hamamoto, T.3    Kuroda, N.4
  • 5
    • 0035527724 scopus 로고    scopus 로고
    • Production of titanium containing molecular sieves and their application in catalysis
    • Perego, C.; Carati, A.; Ingallina, P.; Mantegazza, M. A.; Bellussi, G. Production of titanium containing molecular sieves and their application in catalysis Appl. Catal., A 2001, 221, 63
    • (2001) Appl. Catal., A , vol.221 , pp. 63
    • Perego, C.1    Carati, A.2    Ingallina, P.3    Mantegazza, M.A.4    Bellussi, G.5
  • 7
    • 4043163684 scopus 로고    scopus 로고
    • Transition-metal complexes for liquid-phase catalytic oxidation: Some aspects of industrial reactions and of emerging technologies
    • Brugeault, J.-M. Transition-metal complexes for liquid-phase catalytic oxidation: some aspects of industrial reactions and of emerging technologies Dalton Trans. 2003, 3289
    • (2003) Dalton Trans. , pp. 3289
    • Brugeault, J.-M.1
  • 10
    • 0036614637 scopus 로고    scopus 로고
    • Kinetic modeling of Fenton oxidation of phenol and monochlorophenols
    • Kang, N.; Lee, D. S.; Yoon, J. Kinetic modeling of Fenton oxidation of phenol and monochlorophenols Chemosphere 2002, 47, 915
    • (2002) Chemosphere , vol.47 , pp. 915
    • Kang, N.1    Lee, D.S.2    Yoon, J.3
  • 11
    • 3543055896 scopus 로고    scopus 로고
    • A kinetic study of phenolic oxidation by H2O2 using the schiff base complexes as mimetic peroxidases
    • Xie, J. Q.; Li, J. Z.; Meng, X. G.; Hu, C. W.; Zeng, X. C.; Li, S. X. A Kinetic Study of Phenolic Oxidation by H2O2 Using the Schiff Base Complexes As Mimetic Peroxidases Trans. Met Chem. 2004, 29, 388
    • (2004) Trans. Met Chem. , vol.29 , pp. 388
    • Xie, J.Q.1    Li, J.Z.2    Meng, X.G.3    Hu, C.W.4    Zeng, X.C.5    Li, S.X.6
  • 12
    • 55149098750 scopus 로고    scopus 로고
    • Mechanism of Oxidation of Aqueous Phenol by H2O2 Catalysed by a Macrocyclic Iron(II) Complex
    • Yi, Z.; Xie, J. Q.; Li, C.; Li, J.; Shang, H. L. Mechanism of Oxidation of Aqueous Phenol by H2O2 Catalysed by a Macrocyclic Iron(II) Complex Prog. React. Kinet. Mech. 2008, 33, 241
    • (2008) Prog. React. Kinet. Mech. , vol.33 , pp. 241
    • Yi, Z.1    Xie, J.Q.2    Li, C.3    Li, J.4    Shang, H.L.5
  • 13
    • 84990532212 scopus 로고
    • On the mechanism of catalytic hydroxylation of aromatic hydrocarbons by hydrogen peroxide
    • Karakhanov, E. A.; Narin, S. Y.; Dedov, A. G. On the mechanism of catalytic hydroxylation of aromatic hydrocarbons by hydrogen peroxide Appl. Organomet. Chem. 1991, 5, 445
    • (1991) Appl. Organomet. Chem. , vol.5 , pp. 445
    • Karakhanov, E.A.1    Narin, S.Y.2    Dedov, A.G.3
  • 14
    • 0022135041 scopus 로고
    • Oxidation of phenol by aqueous hydrogen peroxide catalysed by ferric ion-catechol complexes
    • Hocking, M. B.; Intihar, D. J. Oxidation of phenol by aqueous hydrogen peroxide catalysed by ferric ion-catechol complexes J. Chem. Technol. Biotechnol. Chem. Technol. 1986, 35, 365
    • (1986) J. Chem. Technol. Biotechnol. Chem. Technol. , vol.35 , pp. 365
    • Hocking, M.B.1    Intihar, D.J.2
  • 15
    • 0027694325 scopus 로고
    • Trends in the chemical industry
    • Arntz, D. Trends in the chemical industry Catal. Today 1993, 18, 173
    • (1993) Catal. Today , vol.18 , pp. 173
    • Arntz, D.1
  • 16
    • 18844389204 scopus 로고    scopus 로고
    • Potentiometric studies on the complexation of copper(II) by phenolic acids as discrete ligand models of humic substances
    • Borges, F.; Guimaraes, C.; Lima, J. L. F. C.; Pinto, I.; Reis, S. Potentiometric studies on the complexation of copper(II) by phenolic acids as discrete ligand models of humic substances Talanta 2005, 66, 670
    • (2005) Talanta , vol.66 , pp. 670
    • Borges, F.1    Guimaraes, C.2    Lima, J.L.F.C.3    Pinto, I.4    Reis, S.5
  • 18
    • 0032687540 scopus 로고    scopus 로고
    • Promoted oxidation of phenol in aqueous solution using molecular oxygen at mild conditions
    • Vogel, F.; Harf, J.; Hug, A.; Von Rohr, P. R. Promoted oxidation of phenol in aqueous solution using molecular oxygen at mild conditions Environ. Prog. 1999, 18, 7
    • (1999) Environ. Prog. , vol.18 , pp. 7
    • Vogel, F.1    Harf, J.2    Hug, A.3    Von Rohr, P.R.4
  • 19
    • 0002810701 scopus 로고
    • Copper(II)-catalyzed oxidation of catechol by molecular oxygen in aqueous solution
    • Balla, J.; Kiss, T.; Jameson, R. F. Copper(II)-catalyzed oxidation of catechol by molecular oxygen in aqueous solution Inorg. Chem. 1992, 31, 58
    • (1992) Inorg. Chem. , vol.31 , pp. 58
    • Balla, J.1    Kiss, T.2    Jameson, R.F.3
  • 20
    • 0000866650 scopus 로고
    • The formation of para-benzoquinone and the mechanism of the hydroxylation of phenol by hydrogen peroxide over solid acids
    • Allian, M.; Germain, A.; Figueras, F. The formation of para-benzoquinone and the mechanism of the hydroxylation of phenol by hydrogen peroxide over solid acids Catal. Lett. 1994, 28, 409
    • (1994) Catal. Lett. , vol.28 , pp. 409
    • Allian, M.1    Germain, A.2    Figueras, F.3
  • 21
    • 0038218137 scopus 로고    scopus 로고
    • Oxidative polymerization of phenols revisited
    • Kobayashi, S.; Higashimura, H. Oxidative polymerization of phenols revisited Prog. Polym. Sci. 2003, 28, 1015
    • (2003) Prog. Polym. Sci. , vol.28 , pp. 1015
    • Kobayashi, S.1    Higashimura, H.2
  • 22
    • 67650390594 scopus 로고    scopus 로고
    • Hydrocarbon oxygenations with peroxides catalyzed by metal compounds
    • Shulpin, G. B. Hydrocarbon Oxygenations with Peroxides Catalyzed by Metal Compounds Mini-Rev. Org. Chem. 2009, 6, 95
    • (2009) Mini-Rev. Org. Chem. , vol.6 , pp. 95
    • Shulpin, G.B.1
  • 25
    • 77952387232 scopus 로고
    • Werkwijze Voor Het Hydroxyleren Van Fenolen En Fenolethers. FP 2071464.
    • Werkwijze Voor Het Hydroxyleren Van Fenolen En Fenolethers. FP 2071464, 1971.
    • (1971)
  • 26
    • 77952350229 scopus 로고
    • Method for Manufacture of Dihydric Phenols. GB1432780.
    • Method for Manufacture of Dihydric Phenols. GB1432780, 1976.
    • (1976)
  • 28
    • 37049084049 scopus 로고
    • Evidence for hydroxyl radicals as an active species generated from Udenfriends reagent
    • Ito, S.; Ueno, K.; Mitarai, A. Evidence for hydroxyl radicals as an active species generated from Udenfriends reagent J. Chem. Soc., Perkin Trans. II 1993, 255
    • (1993) J. Chem. Soc., Perkin Trans. II , pp. 255
    • Ito, S.1    Ueno, K.2    Mitarai, A.3
  • 29
    • 19044398021 scopus 로고
    • Synthesis and catalytic properties of titanium containing zeolites
    • Notari, B. Synthesis and Catalytic Properties of Titanium Containing Zeolites Stud. Surf. Sci. Catal. 1988, 37, 413
    • (1988) Stud. Surf. Sci. Catal. , vol.37 , pp. 413
    • Notari, B.1
  • 33
    • 21844470744 scopus 로고    scopus 로고
    • Kinetics and mechanisms of formation and reactivity of non-heme iron oxygen intermediates
    • Kryatov, S. V.; Rybak-Akimova, E. V. Kinetics and Mechanisms of Formation and Reactivity of Non-heme Iron Oxygen Intermediates Chem. Rev. 2005, 105, 2175
    • (2005) Chem. Rev. , vol.105 , pp. 2175
    • Kryatov, S.V.1    Rybak-Akimova, E.V.2
  • 37
    • 62949178466 scopus 로고    scopus 로고
    • Single or double hydrogen atom transfer in the reaction of metal - Associated phenolic acids with : OOOH radical: DFT study
    • Fifen, J. J.; Nsangou, M.; Dhaouadi, Z.; Motapon, O.; Lahmar, S. Single or double hydrogen atom transfer in the reaction of metal-Associated phenolic acids with : OH radical: DFT study THEOCHEM 2009, 901, 49
    • (2009) THEOCHEM , vol.901 , pp. 49
    • Fifen, J.J.1    Nsangou, M.2    Dhaouadi, Z.3    Motapon, O.4    Lahmar, S.5
  • 38
    • 0037496170 scopus 로고    scopus 로고
    • The catalytic cycle of tyrosinase: Peroxide attack on the phenolate ring followed by O-O bond cleavage
    • Siegbahn, P. E. M. The catalytic cycle of tyrosinase: peroxide attack on the phenolate ring followed by O-O bond cleavage J. Biol. Inorg. Chem. 2003, 8, 567
    • (2003) J. Biol. Inorg. Chem. , vol.8 , pp. 567
    • Siegbahn, P.E.M.1
  • 39
    • 0034255667 scopus 로고    scopus 로고
    • Tyrosinase/catecholoxidase activity of hemocyanins: Structural basis and molecular mechanism
    • Decker, H.; Tuczek, F. Tyrosinase/catecholoxidase activity of hemocyanins: structural basis and molecular mechanism Trends Biochem. Sci. 2000, 25, 392
    • (2000) Trends Biochem. Sci. , vol.25 , pp. 392
    • Decker, H.1    Tuczek, F.2
  • 40
    • 0030579181 scopus 로고    scopus 로고
    • Phenol hydroxylation by iron(II) phenanthroline: The reaction mechanism
    • Liu, C.; Ye, Xi.; Zhan, R.; Wu, Y. Phenol hydroxylation by iron(II) phenanthroline: The reaction mechanism J. Mol. Catal., A: Chem. 1996, 112, 15
    • (1996) J. Mol. Catal., A: Chem. , vol.112 , pp. 15
    • Liu, C.1    Ye, Xi.2    Zhan, R.3    Wu, Y.4
  • 42
    • 0036217825 scopus 로고    scopus 로고
    • Hydroxylation of phenol catalyzed by copper Keggin-type heteropoly compounds with hydrogen peroxide
    • Zhang, H.; Zhang, X.; Ding, Y.; Yan, L.; Ren, T.; Suo, J. Hydroxylation of phenol catalyzed by copper Keggin-type heteropoly compounds with hydrogen peroxide New J. Chem. 2002, 26, 376
    • (2002) New J. Chem. , vol.26 , pp. 376
    • Zhang, H.1    Zhang, X.2    Ding, Y.3    Yan, L.4    Ren, T.5    Suo, J.6
  • 44
    • 77952288361 scopus 로고    scopus 로고
    • Cobalt(II), Copper(II) and Zinc (II) complexes of 2-methyl benzimidazole encapsulated in zeolite as catalysts for the hydroxylation of phenol
    • Nethravathi, B. P.; Mahendra, K. N. Cobalt(II), Copper(II) and Zinc (II) complexes of 2-methyl benzimidazole encapsulated in zeolite as catalysts for the hydroxylation of phenol J. Porous Mater. 2010, 17, 107
    • (2010) J. Porous Mater. , vol.17 , pp. 107
    • Nethravathi, B.P.1    Mahendra, K.N.2
  • 45
    • 9944256221 scopus 로고    scopus 로고
    • Synthesis, characterization and study of polymeric iron(III) complexes with bidentate p-hydroxy Schiff bases as heterogeneous catalysts
    • Abbob, H. S.; Titinchic, S. J. J.; Prasada, R.; Chandc, S. Synthesis, characterization and study of polymeric iron(III) complexes with bidentate p-hydroxy Schiff bases as heterogeneous catalysts J. Mol. Catal., A: Chem. 2005, 225, 225
    • (2005) J. Mol. Catal., A: Chem. , vol.225 , pp. 225
    • Abbob, H.S.1    Titinchic, S.J.J.2    Prasada, R.3    Chandc, S.4
  • 46
    • 4444232171 scopus 로고    scopus 로고
    • Kinetic evaluation of catalase and peroxygenase activities of tyrosinase
    • Yamazaki, S.; Morioka, C.; Itoh, S. Kinetic evaluation of catalase and peroxygenase activities of tyrosinase Biochemistry 2004, 43, 11546
    • (2004) Biochemistry , vol.43 , pp. 11546
    • Yamazaki, S.1    Morioka, C.2    Itoh, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.