Rate constants and transition-state geometry of reactions of alkyl, alkoxyl, and peroxyl radicals with thiols

International Journal of Chemical Kinetics

Volumn 41, Issue 4, 2009, Pages 284-293

  Denisov, Evgeny ^a   Chatgilialoglu, Crissostomos ^b   Shestakov, Alessander ^a   Denisova, Taisa ^a  

^a INSTITUTE OF PROBLEMS OF CHEMICAL PHYSICS   (Russian Federation)

^b CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; DENSITY FUNCTIONAL THEORY; QUANTUM CHEMISTRY; RATE CONSTANTS; SELF ASSEMBLED MONOLAYERS;

ACYL RADICALS; ALKANE-THIOLS; ALKOXYL; ALKYL RADICALS; ALKYL-THIOLS; BENZENETHIOL; DENSITY FUNCTIONAL; ENERGY CALCULATIONS; GAUSSIAN; L CYSTEINES; MODEL REACTIONS; PEROXYL RADICALS; POLAR EFFECTS; QUANTUM CHEMICAL CALCULATIONS; STERIC EFFECTS; TRANSITION STATE;

ACTIVATION ENERGY;

EID: 63749090012     PISSN: 05388066     EISSN: 10974601     Source Type: Journal    
DOI: 10.1002/kin.20404     Document Type: Article

References (31)

1. Goldberg, I. H. Ace Chem Res 1991, 24, 191.
2. Pratviel, G.; Bernadou, J.; Meunier, B. Angew Chem Int Ed Engl 1995, 34, 746.
3. Pogozelsky, W. K.; Tullius, T. D. Chem Rev 1998, 98, 1089.
4. Chatgilialoglu, C.; O'Neill, P. J Am Chem Soc 2001, 123, 1459.
5. Tumanov, V. E.; Denisov, E. T. Petroleum Chem 2003, 43, 406.
6. Armstrong, D. A. In S-Centered Radicals; Alfassi, Z. B. (Ed.); Wiley: Chichester, UK, 1999; p. 27.
7. Tumanov, V. E.; Denisov, E. T. Kinet Catal 2004, 45, 627.
8. Denisov, E. T.; Tumanov, V. E. Russ Chem Rev 2005, 74, 825.
9. Denisova, T. G.; Denisov, E. T. Petroleum Chem 2004, 44, 250.
10. Denisov, E. T. Russ Chem Rev 1997, 66, 859.
11. Denisov, E. T. In General Aspects of the Chemistry of Radicals; Alfassi, Z. B. (Ed.); Wiley: Chichester, UK, 1999; p. 79.
12. Denisov, E. T.; Afanas'ev, I. B. Oxidation and Antioxidants in Organic Chemistry and Biology; Taylor and Francis: Boca Raton, FL, 2005.
13. Handbook of Chemistry and Physics; Lide, D. (Ed.); CRC Press: Boca Raton, FL, 2005-2006.
14. Huston, P.; Espenson, J. E.; Bakas, A. Inorg Chem 1992, 31, 722.
15. Asmus, K.-D.; Bonifacic, M. Radical Reaction Rates in Liquids: Carbon-Centered Radicals 2: Fischer, H. (Ed.), LANDOLT-BORNSTEEM, Numerical Data and Functional Relationships in Science and Technology: New Series; Springer-Verlag: Berlin. 1984; 13 B.
16. Lendvay, G.; Berces, T. J. Photochem Photobiol 1987, 40, 31.
17. Reid, D. L.; Shustov, G. V.; Armstrong, D. A.; Rauk, A.; Shuchman, M. N.; Akhlaq, M. S.; von Sonntag, C. Phys Chem Chem Phys 2002, 4, 2965.
18. Tronche, C.; Martinez, F. N.; Horner, J. H.; Newcomb, M.; Senn, M.; Giese, B. Tetrahedron Lett 1996, 37, 5845.
19. Chatgilialoglu, C Helv Chim Acta 2006, 89, 2387.
20. Encinas, M. V.; Wagner, P. J.; Scaiano, J. C J Am Chem Soc 1980, 102, 1357.
21. Ross, A. B.; Mallard, W. G.; Helman, W. P.; Buxton, G. V.; Huie, R. E.; Neta, P. NDRL-NIST Solution Kinetic Database-Version 3. Notre Dame Radiation Laboratory, Notre Dame, IN, and NIST Standard Reference Data: Gaithersburg, MD; 1998.
22. Comprehensive Chemical Kinetics: Bamford, C. H.; Tipper, C. F. H. (Eds.); Elsevier: Amsterdam, 1976; Vol. 14A.
23. Colle, T. H.; Lewis, E. S. J Am Chem Soc 1979, 101, 1810.
24. Encinas, M. V.; Lissi, E. A.; Majmud, C.; Olea, A. F. Int J Chem Kinet 1989, 21, 245.
25. Kim, S. S.; Kim, S. Y.; Riou, S. S.; Lee, C. S.; Yoo, K. H. J Org Chem 1993, 58, 192.
26. Lal, M.; Rao, R.; Fang, X.; Schuchmann, H.-P.; von Sonntag, C. J Am Chem Soc 1997, 119, 5735.
27. Chenier, J. H. B.; Furimsky, E.; Howard, J. A. Can J Chem 1974, 52, 3682.
28. Raevskii, O. A.; Grigor'ev, V. Yu.; Kireev, D. B.; Zefirov, N. S. Quant Struct-Act Relat 1992, 11, 49.
29. Bernardi, F.; Bottom, A.; Garavelii, M. Quant Struct-Act Relat 2002, 21, 128.
30. Susnov, R. G.; Dean, A. M.; Green, W. H. Chem Phys Lett 1999, 312, 262.
31. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A. 7 Gaussian, Inc.; Pittsburgh, PA, 1998.