Theoretical study of deuterium kinetic isotope effect in peroxidation of phenol and toluene

Chemical Physics

Volumn 320, Issue 1, 2005, Pages 1-8

  Luzhkov, Victor B ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

Antioxidants; Hydrogen abstraction; Hydroperoxyl radical; Kinetic isotope effect; Tunneling

Indexed keywords

EID: 28544437910     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2005.06.011     Document Type: Article

References (53)

1. E.T. Denisov, and I.B. Afanasiev Oxidation and Antioxidants in Organic Chemistry and Biology 2005 CRC Press Boca Raton, FL
2. B. Halliwell, and J.M.C. Gutteridge Free Radicals in Biology and Medicine 1999 Oxford University Press Oxford
3. G.W. Burton, and K.U. Ingold Acc. Chem. Res. 19 1986 194
4. L.R. Mahoney Angew. Chem., Int. Ed. Engl. 8 1969 547
5. K.U. Ingold Chem. Rev. 61 1961 563
6. J.H.B. Chenier, E. Furimsky, and J.A. Howard Can. J. Chem. 52 1974 3682
7. L.R. Mahoney, and M.A. DaRooge J. Am. Chem. Soc. 97 1975 4722
8. E.T. Denisov, and T.G. Denisova Handbook of Antioxidants. Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reactions 2000 CRC Press Boca Raton, FL
9. A.A. Zavitsas, and C. Chatgilialoglu J. Am. Chem. Soc. 117 1995 10645
10. E.T. Denisov Polymer Degrad. Stabil. 49 1995 71
11. G.W. Burton, T. Doba, E.J. Gabe, L. Hughes, F.L. Lee, L. Prasad, and K.U. Ingold J. Am. Chem. Soc. 107 1985 7053
12. S.-I. Nagaoka, A. Kuranaka, H. Tsuboi, U. Nagashima, and K. Mukai J. Phys. Chem. 96 1992 2754
13. P.E.M. Siegbahn, L. Eriksson, F. Himo, and M. Pavlov J. Phys. Chem. B 102 1998 10622
14. J.M. Mayer, D.A. Hrovat, J.L. Thomas, and W.T. Borden J. Am. Chem. Soc. 124 2002 11142
15. C.F. Correia, R.M. Borges dos Santos, S.G. Estácio, J.P. Telo, B.J. Costa Cabral, and J.M. Simões ChemPhysChem 5 2004 1217
16. V.B. Luzhkov Chem. Phys. Lett. 345 2001 345
17. V.B. Luzhkov Chem. Phys. 314 2005 211
18. J.A. Howard, and K.U. Ingold Can. J. Chem. 41 1963 1744
19. G.W. Burton, and K.U. Ingold J. Am. Chem. Soc. 103 1981 6472
20. V. Malatesta, and K.U. Ingold J. Am. Chem. Soc. 103 1981 3094
21. N. Koshino, B. Saha, and J.H. Espenson J. Org. Chem. 68 2003 9364
22. J. Bigeleisen, and M. Wolfsberg J. Chem. Phys. 23 1955 1535
23. K.B. Wiberg Physical Organic Chemistry 1964 Wiley New York
24. R.P. Bell The Tunnel Effect in Chemistry 1980 Chapman & Hall London
25. S. Scheiner Biochim. Biophys. Acta 1458 2000 28
26. E. Wigner Z. Phys. Chem. 19 1932 203
27. H.S. Johnston, and D. Rapp J. Am. Chem. Soc. 83 1961 1
28. H.S. Johnston, and J. Heicklen J. Phys. Chem. 66 1962 532
29. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery Jr., R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M.W. Gill, B.G. Johnson, W. Chen, M.W. Wong, J.L. Andres, M. Head-Gordon, E.S. Replogle, and J.A. Pople Gaussian-98 (Revision A.11) 1998 Gaussian, Inc. Pittsburgh, PA
30. A.P. Scott, and L. Radom J. Phys. Chem. 100 1996 16502
31. G. Schaftenaar, and J.H. Noordik J. Comput. Aided Mol. Design 14 2000 123
32. H. Lampert, W. Mikenda, and A. Karpfen J. Phys. Chem. A 101 1997 2254
33. W. Roth, P. Imhof, M. Gerhards, S. Schumm, and K. Kleinemanns Chem. Phys. 252 2000 247
34. D. Michalska, W. Zierkiewicz, D.C. Bienko, W. Wojciechowski, and T. Zeegers-Huyskens J. Phys. Chem. A 105 2001 8734
35. H.D. Rudolph, H. Dreizler, A. Jaeschke, and P. Wendling Z. Naturforschg. 22A 1967 940
36. W.J. Balfour, and Y. Fried Can. J. Phys. 72 1994 1218
37. G.B. Ellison, G.E. Davico, V.M. Bierbaum, and C.H. DePuy Int. J. Mass Spectrosc. Ion Proc. 156 1996 109
38. M. Saunders, K.E. Laidig, and M. Wolfsberg J. Am. Chem. Soc. 111 1989 8989
39. X. Duan, and S. Scheiner J. Am. Chem. Soc. 114 1992 5849
40. P. Paneth Computers Chem. 19 1995 11
41. W.C. Alston II, K. Haley, R. Kanski, C.J. Murray, and J. Pranata J. Am. Chem. Soc. 118 1996 6562
42. J. Rucker, and J.P. Klinman J. Am. Chem. Soc. 121 1999 1997
43. K. Kolmodin, V.B. Luzhkov, and J. Åqvist J. Am. Chem. Soc. 124 2002 10130
44. L.J. Schaad, L. Bytautas, and K.N. Houk Can. J. Chem. 77 1999 875
45. K.S. Pitzer, and W.D. Gwinn J. Chem. Phys. 10 1942 428
46. R.B. McClurg, R.C. Flagan, and W.A. Goddard III J. Chem. Phys. 106 1997 6675
47. P.H. Ayala, and H.B. Schlegel J. Chem. Phys. 108 1998 2314
48. R.A. Marcus, and M.E. Coltrin J. Chem. Phys. 67 1977 2609
49. B.C. Garrett, and D.G. Truhlar J. Phys. Chem. 83 1979 200
50. V.A. Benderskii, D.E. Makarov, and P.G. Grinevich Chem. Phys. 170 1993 275
51. Yi.-P. Liu, Da.-H. Lu, A. Gonzalez-Lafont, D.G. Truhlar, and B.C. Garrett J. Am. Chem. Soc. 115 1993 7806
52. D.G. Truhlar J. Chem. Soc., Faraday Trans. 90 1994 1740
53. J.R. Alvarez-Idaboy, N. Mora-Diez, R.J. Boyd, and A. Vivier-Bunge J. Am. Chem. Soc. 123 2001 2018