메뉴 건너뛰기




Volumn 266, Issue , 2013, Pages 22-27

Selective oxygenation of olefins with hydrogen peroxide catalyzed byiron(ii) bipyridine complex included in nay zeolite under visible lightirradiation

Author keywords

Hydrogen peroxide; Iron bipyridine; Olefinsiron; Photooxidation; Zeolite

Indexed keywords


EID: 84879465361     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2013.05.018     Document Type: Article
Times cited : (8)

References (41)
  • 3
    • 0004165006 scopus 로고
    • Wiley, New York, Chapter V
    • D. Swern, Organic Peroxides, vol. II, Wiley, New York, 1972, Chapter V.
    • (1972) Organic Peroxides , vol.2
    • Swern, D.1
  • 4
    • 84885426038 scopus 로고
    • Oxidation
    • Eds.: R. L. Augustine, D. J. Trecker, Marcel Dekker, New York
    • R. Hiatt, In Oxidation, Eds.: R. L. Augustine, D. J. Trecker, Marcel Dekker, Techniques and Application in Organic Synthesis, Vol. II, New York, 1971.
    • (1971) Techniques and Application in Organic Synthesis , vol.2
    • Hiatt, R.1
  • 5
    • 0001250805 scopus 로고
    • Influence of nitrogen base ligation and hydrogen bonding on the rate constants for oxygen transfer from percarboxylic acids andalkyl hydroperoxides to (meso-tetraphenylporphinato)manganese(III) chloride
    • L.C. Yuan, T.C. Bruice, Influence of nitrogen base ligation and hydrogen bonding on the rate constants for oxygen transfer from percarboxylic acids andalkyl hydroperoxides to (meso-tetraphenylporphinato)manganese(III) chloride, Journal of the American Chemical Society 108 (1986) 1643-1650.
    • (1986) Journal of the American Chemical Society , vol.108 , pp. 1643-1650
    • Yuan, L.C.1    Bruice, T.C.2
  • 6
    • 0037955666 scopus 로고    scopus 로고
    • Efficient epoxidation of electron-deficient olefins with a cationic manganese complex
    • DOI 10.1021/ja029962r
    • A. Murphy, G. Dubios, T.D.P. Stack, Efficient epoxidation of electron-deficientolefins with a cationic manganese complex, Journal of the American ChemicalSociety 125 (2003) 5250-5251. (Pubitemid 36582714)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.18 , pp. 5250-5251
    • Murphy, A.1    Dubois, G.2    Stack, T.D.P.3
  • 7
    • 0345293202 scopus 로고    scopus 로고
    • First Direct Evidence for Stereospecific Olefin Epoxidation and Alkane Hydroxylation by an Oxoiron(IV) Porphyrin Complex
    • DOI 10.1021/ja0368204
    • W. Nam, S.E. Park, I.K. Lim, M.H. Lim, J.K. Hong, J.H. Kim, First direct evi-dence for stereospecific olefin epoxidation and alkane hydroxylation by anoxoiron(IV) porphyrin complex, Journal of the American Chemical Society 125(2003) 14674-14675. (Pubitemid 37475537)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.48 , pp. 14674-14675
    • Nam, W.1    Park, S.-E.2    Lim, I.K.3    Lim, M.H.4    Hong, J.5    Kim, J.6
  • 8
    • 11244253797 scopus 로고    scopus 로고
    • Selective photooxidation of styrene in organic-water biphasic media
    • DOI 10.1039/b411031e
    • Y.J. Ren, Y.K. Che, W.H. Ma, X.Z. Zhang, T. Shen, J.C. Zhao, Selective photooxidation of styrene in organic-water biphasic media, New Journal of Chemistry 28(2004) 1464-1469. (Pubitemid 40070421)
    • (2004) New Journal of Chemistry , vol.28 , Issue.12 , pp. 1464-1469
    • Ren, Y.1    Che, Y.2    Ma, W.3    Zhang, X.4    Shen, T.5    Zhao, J.6
  • 10
    • 0034638363 scopus 로고    scopus 로고
    • Are MnIVspeciesinvolved in Mn(Salen)-catalyzed Jacobsen-Katsuki epoxidations? A mechanistic elucidation of their formation and reaction modes by EPR spectroscopy, mass-spectral analysis, and product studies: Chlorination versus oxygen transfer
    • W. Adam, C.M. Knoblauch, C.R.S. Moller, M. Herderich, Are MnIVspeciesinvolved in Mn(Salen)-catalyzed Jacobsen-Katsuki epoxidations? A mechanistic elucidation of their formation and reaction modes by EPR spectroscopy, mass-spectral analysis, and product studies: Chlorination versus oxygen transfer, Journal of the American Chemical Society 122 (2000) 9685-9691.
    • (2000) Journal of the American Chemical Society , vol.122 , pp. 9685-9691
    • Adam, W.1    Knoblauch, C.M.2    Moller, C.R.S.3    Herderich, M.4
  • 11
    • 0034563440 scopus 로고    scopus 로고
    • Zeolite for fine chemicals production
    • M.G. Clerici, Zeolite for fine chemicals production, Topics Catal. 13 (2000) 373.
    • (2000) Topics Catal , vol.13 , pp. 373
    • Clerici, M.G.1
  • 12
    • 0035971765 scopus 로고    scopus 로고
    • Activities and stabilities of heterogeneous catalysts in selective liquid phase oxidations: Recent developments
    • I.W.C.E. Arends, R.A. Sheldon, Activities and stabilities of heterogeneous catalysts in selective liquid phase oxidations: recent developments, AppliedCatalysis A: General 212 (2001) 175-187.
    • (2001) AppliedCatalysis A: General , vol.212 , pp. 175-187
    • Arends, I.W.C.E.1    Sheldon, R.A.2
  • 13
    • 18444385061 scopus 로고    scopus 로고
    • Photooxidation of dibenzothiophene and 4, 6-dimethyldibenzothiophene sensitized byN-methylquinolinium tetrafluoborate: Mechanism and intermediates investigation
    • Y.K. Che, W.H. Ma, Y.J. Ren, C.C. Chen, X.Z. Zhang, J.C. Zhao, L. Zang, Photooxidation of dibenzothiophene and 4, 6-dimethyldibenzothiophene sensitized byN-methylquinolinium tetrafluoborate: mechanism and intermediates investigation, Journal of Physical Chemistry B 109 (2005) 8270-8276.
    • (2005) Journal of Physical Chemistry B , vol.109 , pp. 8270-8276
    • Che, Y.K.1    Ma, W.H.2    Ren, Y.J.3    Chen, C.C.4    Zhang, X.Z.5    Zhao, J.C.6    Zang, L.7
  • 14
    • 33644802651 scopus 로고    scopus 로고
    • Visible photooxidation of dibenzothiophenes sensitized by 2-(4-methoxyphenyl)-4, 6-diphenylpyrylium: An electron transfer mechanism without involvement of superoxide
    • DOI 10.1021/jp055261f
    • Y.K. Che, W.H. Ma, H.W. Ji, J.C. Zhao, L. Zang, Visible photooxidation of diben-zothiophenes sensitized by 2-(4-methoxyphenyl)-4, 6-diphenylpyrylium: Anelectron transfer mechanism without involvement of superoxide, Journal ofPhysical Chemistry B 110 (2006) 2942-2948. (Pubitemid 43348431)
    • (2006) Journal of Physical Chemistry B , vol.110 , Issue.6 , pp. 2942-2948
    • Che, Y.1    Ma, W.2    Ji, H.3    Zhao, J.4    Zang, L.5
  • 15
    • 0345929924 scopus 로고    scopus 로고
    • New possibilities and opportunities for basic and applied research on selective oxidation by solid catalysts: An overview
    • PII S0920586198000200
    • G. Centi, M. Misono, New possibilities and opportunities for basic and appliedresearch on selective oxidation by solid catalysts: An overview, Catalysis Today 41 (1998) 287-296. (Pubitemid 128408770)
    • (1998) Catalysis Today , vol.41 , Issue.4 , pp. 287-296
    • Centi, G.1    Misono, M.2
  • 16
    • 0012358121 scopus 로고    scopus 로고
    • Recent advances in the partial oxidation of organicmolecules using heterogeneous catalysis
    • J.S. Rafelt, J.H. Clark, Recent advances in the partial oxidation of organicmolecules using heterogeneous catalysis, Catalysis Today 57 (2000) 33-44.
    • (2000) Catalysis Today , vol.57 , pp. 33-44
    • Rafelt, J.S.1    Clark, J.H.2
  • 19
    • 0001218731 scopus 로고
    • A mechanistic probe for oxygen activation by metal com-plexes and hydroperoxides and its application to alkane functionalization by [FeIIICl2tris(2-pyridinylmethyl)amine]+BF4
    • I.W.C. Arends, A mechanistic probe for oxygen activation by metal com-plexes and hydroperoxides and its application to alkane functionalization by [FeIIICl2tris(2-pyridinylmethyl)amine]+BF4-, Journal of the American ChemicalSociety 117 (1995) 4710-4711.
    • (1995) Journal of the American ChemicalSociety , vol.117 , pp. 4710-4711
    • Arends, I.W.C.1
  • 20
    • 0000288683 scopus 로고
    • 2) complexes in thepresence of hydrogen peroxide
    • 2) complexes in thepresence of hydrogen peroxide, Inorganic Chemistry 30 (1991) 3002-3006.
    • (1991) Inorganic Chemistry , vol.30 , pp. 3002-3006
    • Fish, R.H.1
  • 21
    • 0001454969 scopus 로고
    • 2charge-transfer statein zeolite NaY: Red-light-induced photooxidation of 2, 3-dimethyl-2-butene
    • 2charge-transfer statein zeolite NaY: red-light-induced photooxidation of 2, 3-dimethyl-2-butene, Journal of the American Chemical Society 115 (1993) 7501-7502.
    • (1993) Journal of the American Chemical Society , vol.115 , pp. 7501-7502
    • Blatter, F.1    Frei, H.2
  • 25
    • 0037243936 scopus 로고    scopus 로고
    • Supramolecular systems as microreactors: Control of product selectivity in organic phototransformation
    • C.H. Tung, L.Z. Wu, L. Zhang, B. Chen, Supramolecular systems as microreactors: Control of product selectivity in organic phototransformation, Accountsof Chemical Research 36 (2003) 39-47.
    • (2003) Accountsof Chemical Research , vol.36 , pp. 39-47
    • Tung, C.H.1    Wu, L.Z.2    Zhang, L.3    Chen, B.4
  • 26
    • 0032479012 scopus 로고    scopus 로고
    • Photosensitized oxidation of alkenes adsorbed on pentasil zeolites
    • DOI 10.1021/ja972657z
    • C.H. Tung, H. Wang, Y. Ying, Photosensitized oxidation of alkenes adsorbedon pentasil zeolites, Journal of the American Chemical Society 120 (1998)5179-5186. (Pubitemid 28328880)
    • (1998) Journal of the American Chemical Society , vol.120 , Issue.21 , pp. 5179-5186
    • Tung, C.-H.1    Wang, H.2    Ying, Y.-M.3
  • 27
    • 0032544938 scopus 로고    scopus 로고
    • Zeolites as templates for preparation of large-ring compounds: Intramolecular photocycloaddition of diaryl compounds
    • DOI 10.1021/ja9741178
    • C.H. Tung, L.Z. Wu, Z. Yuan, N. Su, Zeolites as templates for preparation of large-ring compounds: Intramolecular photocycloaddition of diaryl compounds, Journal of the American Chemical Society 120 (1998) 11594-11602. (Pubitemid 28543570)
    • (1998) Journal of the American Chemical Society , vol.120 , Issue.45 , pp. 11594-11602
    • Tung, C.-H.1    Wu, L.-Z.2    Yuan, Z.-Y.3    Su, N.4
  • 28
    • 0032567148 scopus 로고    scopus 로고
    • Remarkable product selectivity in photosensitized oxidation of alkenes within nafion membranes
    • DOI 10.1021/ja9816842
    • C.H. Tung, J. Guan, Remarkable product selectivity in photosensitized oxidationof alkenes within Nafion membranes, Journal of the American Chemical Society 120 (1998) 11874-11879. (Pubitemid 29012856)
    • (1998) Journal of the American Chemical Society , vol.120 , Issue.46 , pp. 11874-11879
    • Tung, C.-H.1    Guan, J.-Q.2
  • 29
    • 0034701225 scopus 로고    scopus 로고
    • Reactions of singlet oxygen with olefins and sterically hindered amine in mixed surfactant vesicles
    • DOI 10.1021/ja9917161
    • H. Li, L.Z. Wu, C.H. Tung, Reactions of singlet oxygen with olefins and stericallyhindered amine in mixed surfactant vesicles, Journal of the American ChemicalSociety 122 (2000) 2446-2451. (Pubitemid 30211954)
    • (2000) Journal of the American Chemical Society , vol.122 , Issue.11 , pp. 2446-2451
    • Li, H.-R.1    Wu, L.-Z.2    Tung, C.-H.3
  • 30
    • 0029837634 scopus 로고    scopus 로고
    • Selective oxidation of olefins within organic dye cation-exchanged zeolites
    • DOI 10.1021/ja9623727
    • X. Li, V. Ramamurthy, Selective oxidation of olefins within organic dye cation-exchanged zeolites, Journal of the American Chemical Society 118 (1996)10666-10667. (Pubitemid 26381260)
    • (1996) Journal of the American Chemical Society , vol.118 , Issue.43 , pp. 10666-10667
    • Li, X.1    Ramamurthy, V.2
  • 31
    • 0033822062 scopus 로고    scopus 로고
    • Singlet oxygen mediatedoxidation of olefins within zeolites: Selectivity and complexities
    • J. Shailajia, J. Sivaguru, J. Rebecca, V. Ramamurthy, Singlet oxygen mediatedoxidation of olefins within zeolites: selectivity and complexities, Tetrahedron 56 (2000) 6927-6943.
    • (2000) Tetrahedron , vol.56 , pp. 6927-6943
    • Shailajia, J.1    Sivaguru, J.2    Rebecca, J.3    Ramamurthy, V.4
  • 32
    • 0032526312 scopus 로고    scopus 로고
    • The oxidation of alkenes in the presence of some transition metal elements exchanged with zeolites
    • DOI 10.1016/S1381-1169(97)00243-4, PII S1381116997002434
    • F. Farzaneh, S. Sadeghi, L. Turkian, M. Ghandi, The oxidation of alkenes in thepresence of some transition metal elements exchanged with zeolites, Journalof Molecular Catalysis A 132 (1998) 255-261. (Pubitemid 28295541)
    • (1998) Journal of Molecular Catalysis A: Chemical , vol.132 , Issue.2-3 , pp. 255-261
    • Farzaneh, F.1    Sadeghi, S.2    Turkian, L.3    Ghandi, M.4
  • 33
    • 0033178770 scopus 로고    scopus 로고
    • Mechanism of the Fenton reaction, Evidence for a new intermediate
    • M.L. Kremer, Mechanism of the Fenton reaction. Evidence for a new intermediate, Physical Chemistry Chemical Physics 1 (1999) 3595-3605.
    • (1999) Physical Chemistry Chemical Physics , vol.1 , pp. 3595-3605
    • Kremer, M.L.1
  • 36
    • 0034807577 scopus 로고    scopus 로고
    • v=O active species
    • DOI 10.1021/ja010310x
    • K. Chen, L. Que Jr., Stereospecific alkane hydroxylation by non-heme iron catalysts: Mechanistic evidence for an FeVO active species, Journal of the AmericanChemical Society 123 (2001) 6327-6337. (Pubitemid 32910205)
    • (2001) Journal of the American Chemical Society , vol.123 , Issue.26 , pp. 6327-6337
    • Chen, K.1    Que Jr., L.2
  • 39
    • 18644383025 scopus 로고    scopus 로고
    • Metal-peroxo versus metal-oxo oxidants in non-heme iron-catalyzed olefin oxidations: Computational and experimental studies on the effect of water
    • DOI 10.1021/ja051062y
    • D. Quinonero, K. Morokuma, D.G. Musaev, R. Mas-Balleste, L. Que Jr., Metal-peroxo versus metal-oxo oxidants in non-heme iron-catalyzed olefinoxidations: Computational and experimental studies on the effect of water, Journal of the American Chemical Society 127 (2005) 6548-6549. (Pubitemid 40664158)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.18 , pp. 6548-6549
    • Quinonero, D.1    Morokuma, K.2    Musaev, D.G.3    Mas-Balleste, R.4    Que Jr., L.5
  • 40
    • 27844529323 scopus 로고    scopus 로고
    • Iron-catalyzed olefin cis-dihydroxylation using a bio-inspired N,N, O-ligand
    • DOI 10.1021/ja054947i
    • P.D. Oldenburg, A.A. Shteinman, L. Que Jr., Iron-catalyzed olefin cis-dihydroxylation using a bio-inspired N, N, O-ligand, Journal of the AmericanChemical Society 127 (2005) 15672-15673. (Pubitemid 41643254)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.45 , pp. 15672-15673
    • Oldenburg, P.D.1    Shteinman, A.A.2    Que Jr., L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.