Reactivity of the Carbonate Radical Anion Towards Carbohydrate and Lignin Model Compounds

References

• Gierer , J. , Reitberger , T. , Yang , E. and Yoon , B.-H. 2001 . Formation and involvement of radicals in oxygen delignification studied by the autoxidation of lignin and carbohydrate model compounds . J. Wood Chem. and Techn. , 4 ( 21 ) : 313 – 341 .
   Google Scholar
• Huie , R.E. , Clifton , C.L. and Neta , P. 1991 . Electron transfer reaction rates and equilibria of the carbonate and sulfate radical anions . Radiat. Phys. Chem. , 5 ( 38 ) : 477 – 481 .
   Google Scholar
• Lilie , J. , Hanrahan , R.J. and Henglein , A. 1978 . Oxygen(−1) transfer reactions of the carbonate radical anion . Radiat. Phys. Chem. , 5 ( 11 ) : 225 – 227 .
   Google Scholar
• Chawla , O.P. and Fessenden , R.W. 1975 . Electron spin resonance and pulse radiolysis studies of some reactions of peroxysulfate (SO4.1,2) . J. Phys. Chem. , 24 ( 79 ) : 2693 – 2700 .
   Google Scholar
• Bonini , M.G. , Radi , R. , Ferrer-Sueta , G. , Ferreira , A.M.D.C. and Augusto , O. 1999 . Direct EPR detection of the carbonate radical anion produced from peroxynitrate and carbon dioxide . J. of Biol. Chem. , 274 ( 16 ) : 10802 – 10806 .
   PubMedGoogle Scholar
• Eriksen , T.E. , Lind , J. and Merenyi , G. 1985 . On the acid-base equilibrium of the carbonate radical . Radiat. Phys. Chem. , 26 : 197
   Web of Science ®Google Scholar
• Umschlag , T. and Herrmann , H. 1999 . The carbonate radical (HCO3/CO3-) as a reactive intermediate in water chemistry. Kinetics and modelling . Acta Hydrochim. Hydrobiol. , 4 ( 27 ) : 214 – 222 .
   Google Scholar
• Chen , S.N. and Hoffman , M.Z. 1973 . Rate constants for the reaction of the carbonate radical with compounds of biochemical interest in neutral aqueous solution . Radiat. Res. , 1 ( 56 ) : 40 – 47 .
   Google Scholar
• Elango , T.P. , Ramakrishnan , V. , Vancheesan , S. and Kuriacose , J.C. 1984 . Reaction of the carbonate radical with substituted anilines . Indian Acad. Sci. Chem. Sci. , 1 ( 93 ) : 47 – 52 .
   Google Scholar
• Kuz′min , V.A. and Chibisov , A.K. 1971 . Photochemical oxidation of water by aromatic ketones, benzo- and napthoquinones . Teor. Eksp. Khim. , 3 ( 7 ) : 403 – 407 .
   Google Scholar
• Clifton , C.L. and Huie , R.E. 1993 . Rate constants for some hydrogen abstraction reactions of the carbonate radical . Int. J. Chem. Kinet. , 3 ( 25 ) : 199 – 203 .
   Google Scholar
• Chen , S.-N. , Cope , V.W. and Hoffman , M.Z. 1973 . Behaviour of carbon trioxide (−) radicals generated in the flash photolysis of carbonatoamine complexes of cobalt(III) in aqueous solution . J. Phys. Chem. , 9 ( 77 ) : 1111 – 1116 .
   Google Scholar
• Draganic , Z.D. , Negron-Mendoza , A. , Sehested , K. , Vujosevic , S.I. , Navarro-Gonzales , R. , Albarran-Sanchez , M.G. and Draganic , I.G. 1991 . Radiolysis of aqueous solutions of ammonium bicarbonate over a large dose range . Radiat. Phys. Chem. , 3 ( 38 ) : 317 – 321 .
   Google Scholar
• Baverstock , K. , Cundall , R.B. , Adams , G.E. and Redpath , J.L. 1974 . Selective free radical reactions with proteins and enzymes: the inactivation of alpha-chymotrypsin . Int. J. Radiat. Biol. Relat. Stud. Phys., Chem. Med. , 1 ( 26 ) : 37 – 46 .
   Google Scholar
• Saunders , B.B. and Gorse , R.A.J. 1979 . Reactions of diethylhydroxylamine with radiolytically produced radicals in aqueous solutions . J. Phys. Chem. , 13 ( 83 ) : 1696 – 1701 .
   Google Scholar
• Huie , R.E. , Shoute , L.C.T. and Neta , P. 1991 . Temperature dependance of the rate constants for reactions of the carbonate radical with organic and inorganic reductants . Int. J. Chem. Kinet. , 23 ( 6 ) : 541 – 552 .
   Google Scholar
• Faraggi , M. , Weinraub , D. , Broitman , F. , DeFelippis , M.R. and Klapper , M.H. 1988 . One-electron oxidations of ferrocenes: a pulse radiolysis study . Radiat. Phys. Chem. , 32 ( 2 ) : 293 – 297 .
   Google Scholar
• Moore , J.S. , Phillips , G.O. and Sosnowski , A. 1977 . Reaction of the carbonate radical anion with substituted phenols . Int. J. Radiat. Biol. Relat. Stud. Phys., Chem. Med. , 6 ( 31 ) : 603 – 605 .
   Google Scholar
• Pikaev , A.K. , Gogolev , A.V. , Shilov , V.P. and Fedoseev , A.M. 1990 . Reactivity of ions of actinides towards free radicals in irradiated aqueous solutions . Isotopenpraxis , 10 ( 26 ) : 465 – 469 .
   Google Scholar
• Czapski , G. , Lymar , S.V. and Schwarz , H.A. 1999 . Acidity of the carbonate radical . J. Phys. Chem. , A ( 103 ) : 3447 – 3450 .
   Google Scholar
• Patent, Pulp Delignification Process . PCT/SE00/00172 .
   Google Scholar
• Thompson , N.S. and Mih , J.-F. 1983 . The effect of liquor composition on the rate of reaction of lignin model compound acetoguaiacone in oxygen and alkali . J. Wood Chem. and Tech. , 2 ( 3 ) : 145 – 159 .
   Google Scholar
• Lymar , S.V. and Hurst , J.K. 1995 . Rapid reaction between peroxynitrite ion and carbon dioxide: implications for biological activity . J. Am. Chem. Soc. , : 8867 – 8868 .
   Google Scholar
• Beckman , J.S. , Beckman , T.W. , Chen , J. , Marshall , P.A. and Freeman , B.A. 1990 . Apparent hydroxyl radical production by peroxynitrite: implications for edothelial injury from nitric oxide and superoxide . Proc. Natl. Acad. Sci. USA. , : 1620 – 1625 .
   PubMedGoogle Scholar
• Beckman , J.S. 1996 . Oxidative damage and tyrosine nitration from peroxynitrite . Chem. Res. toxicol. , : 836 – 844 .
   PubMedGoogle Scholar
• Lymar , S.V. and Hurst , J.K. 1996 . Carbon dioxide: physiological catalyst for peroxynitrite-mediated cellular damage or cellular protectant? . Chem. Res. Toxicol. , 5 ( 9 ) : 845 – 850 .
   Google Scholar
• Baxendale , J.H. and Busi , F. 1982 . The Study of Fast and Transient Species by Electron Pulse Radiolysis, , 1st Ed. , NATO Advanced Study Institutes Series Vol. D , Dordrech : Reidel Publishing Company .
   Google Scholar
• Buxton , G.V. , Greenstock , C.L. , Helman , W.P. and Ross , A.B. 1988 . Critical review of rate constants for reactions of hydrated electrons, hydrogen atoms and hydroxyl radicals in aqueous solution . J. of Phys. and Chem. Ref. Data. , 2 ( 17 ) : 513 – 886 .
   Google Scholar
• Ek , M. , Gierer , J. , Jansbo , K. and Reitberger , T. 1989 . Study on the selectivity of bleaching with oxygen-containing species . Holzforschung , 6 ( 43 ) : 391 – 396 .
   Google Scholar
• Eriksen , T.E. , Lind , J. and Reitberger , T. 1976 . A computerized pulse radiolysis system . Chem. Scr. , : 5 – 7 .
   Google Scholar
• Jonsson , M. , Lind , J. , Reitberger , T. , Eriksen , T.E. and Merenyi , G. 1993 . Redox chemistry of substituted benzenes. The one-electron potentials of methoxy-substituted benzene Radical Cations . J. Phys. Chem. , 97 ( 43 ) : 11278 – 11282 .
   Google Scholar
• Lind , J. , Shen , X. , Eriksen , T.E. and Merenyi , G. 1990 . The one-electron reduction potential of 4-substituted phenoxyl radicals in water . J. Phys. Chem. , 2 ( 112 ) : 479 – 482 .
   Google Scholar
• Baciocchi , E. , Bietti , M. and Lanzalunga , O. 2000 . Mechanistic aspects of beta-bond-cleavage of aromatic radical cations . Acc. Chem. Res. , : 243 – 251 .
   PubMedGoogle Scholar
• Sehested , K. and Holcman , J. 1976 . Anisole radical cation reactions in aqueous solution . J. Phys. Chem. , 14 ( 80 ) : 1642 – 1644 .
   Google Scholar
• Jonsson , M. , Lind , J. , Eriksen , T.E. and Merenyi , G. 1994 . Redox and acidity properties of 4-substituted aniline radical cations in water . J. Am. Chem. Soc. , 116 ( 4 ) : 1423 – 1427 .
   Google Scholar
• Jonsson , M. , Lind , J. , Reitberger , T. , Eriksen , T.E. and Merenyi , G. 1993 . Free radical combination reactions involving phenoxyl radicals . J. Phys. Chem. , 31 ( 97 ) : 8229 – 8233 .
   Google Scholar
• Jonsson , M. , Lind , J. , Merenyi , G. and Eriksen , T.E. 1995 . N–H bond dissociation energies, reduction potentials and pKas of multisubstituted anilines and aniline radical cations . J. Chem. Soc. Perkin. Trans. , : 61 – 65 .
   Google Scholar
• Jonsson , M. , Lind , J. , Eriksen , T.E. and Merenyi , G. 1993 . Oxygen–hydrogen bond strengths and one-electron reduction potentials of multisubstituted phenols and phenoxy radicals. Predictions using free energy relationships . J. Chem. Soc. Perkin. Trans. , : 1567 – 1568 .
   Google Scholar
• Serjeant , E.P. and Dempsey , B. 1979 . Ionisation Constants of Organic Acids in Aqueous Solutions, , 1st Ed. , IUPAC Chemical Data Series - No. 23 Oxford : Pergamon Press .
   Google Scholar
• Hansch , C. , Leo , A. and Taft , R.W. 1991 . A survey of hammett substituent constants and resonance and field parameters . Chem. Rev. , 2 ( 91 ) : 165 – 195 .
   Google Scholar
• Chen , S.-N. , Hoffman , M.Z. and Parsons , G.H. 1975 . Reactivity of the carbonate radical toward aromatic compounds in aqueous solution . J. Phys. Chem. , 18 ( 79 ) : 1911 – 1912 .
   Google Scholar
• Pearson , R.G. 1986 . Ionization potentials and electron affinities in aqueous solution . J. Am. Chem. Soc. , 20 ( 108 ) : 6109 – 6114 .
   Google Scholar
• Nicholas , A.M.P. and Arnold , D.R. 1982 . Thermochemical parameters for organic radicals and radical ions. Part 1. The estimation of the pKa of radical cations based on thermochemical calculations . Can. J. Chem. , 17 ( 60 ) : 2165 – 2179 .
   Google Scholar
• Adams , G.E. , Aldrich , J.E. , Bisby , R.H. , Cundall , R.B. , Redpath , J.L. and Willson , R.L. 1972 . Selective free radical Reactions with proteins and enzymes. Reactions of inorganic radical anions with amino acids . Radiat. Res. , 49 ( 2 ) : 278 – 289 .
   PubMed Web of Science ®Google Scholar
• Radiation Chemistry Data Centre and Notre Dame Radiation Laboratory .
   Google Scholar
• Marcus , R.A. 1957 . The theory of oxidation–reduction reactions involving electron transfer. III. Applications to data on the rates of inorganic redox reactions . J. Chem. Phys. , : 872 – 877 .
   Google Scholar