Structural effects on intermolecular electron transfer reactivity

Journal of the American Chemical Society

Volumn 122, Issue 25, 2000, Pages 5940-5946

  Nelsen, Stephen F ^a   Trieber II, Dwight A ^a   Nagy, Mark A ^a   Konradsson, Asgeir ^a   Halfen, DeWayne T ^b   Splan, Kathryn A ^b   Pladziewicz, Jack R ^b  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

^b UNIVERSITY OF WISCONSIN EAU CLAIRE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; FERROCENE DERIVATIVE; HYDRAZINE DERIVATIVE; PERCHLORATE; TETRABUTYLAMMONIUM;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CROSS REACTION; ELECTRON TRANSPORT; OXIDATION REDUCTION STATE; THERMODYNAMICS;

EID: 0034725365     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja993573o     Document Type: Article

References (33)

1. (a) Marcus, R. A. J. Chem. Phys. 1956, 24, 966.
2. (b) Marcus, R. A. Discuss. Faraday Soc. 1960, 29, 21.
3. (c) Marcus, R. A. J. Phys. Chem. 1963, 67, 853, 2889.
4. (d) Marcus, R. A.; Sutin, N. Inorg. Chem. 1975, 14, 213.
5. (a) Marcus, R. A.; Sutin, N. Biochim. Biophys. Acta 1985, 811, 265.
6. (b) Sutin, N. Prog. Inorg. Chem. 1983, 30, 441.
7. Wherland, S. Coord. Chem. Rev. 1993, 123, 169-99.
8. Eberson, L. Electron-Transfer Reactions in Organic Chemistry; Springer-Verlag: Heidelberg, 1987.
9. Bixon, M.; Jortner, J. Adv. Chem. Phys. 1999, 106, 35-202.
10. (a) Nelsen, S. F.; Wang, Y.; Ramm, M. T.; Accola, M. A.; Pladziewicz, J. R. J. Phys. Chem. 1992, 96, 10654.
11. (b) Nelsen, S. F.; Chen, L.-J.; Ramm, M. T.; Voy, G. T.; Powell, D. R.; Accola, M. A.; Seehafer, T.; Sabelko, J.; Pladziewicz; J. R. J. Org. Chem. 1996, 61, 1405.
12. (c) Nelsen, S. F.; Ismagilov, R. F.; Chen, L.-J.; Brandt, J. L.; Chen, X.; Pladziewicz, J. R. J. Am. Chem. Soc. 1996, 118, 1555.
13. (d) Nelsen, S. F.; Ramm, M. T.; Ismagilov, R. F.; Nagy, M. A.; Trieber, D. A., II; Powell, D. R.; Chen, X.; Gengler, J. J.; Qu, Q.; Brandt, J. L.; Pladziewicz, J. R. J. Am. Chem. Soc. 1997, 119, 5900.
14. (e) Nelsen, S. F.; Ismagilov, R. F.; Gentile, K. E.; Nagy, M. A.; Tran, H. Q.; Qu, Q.; Halfen, D. T.; Oldegard, A. L.; Pladziewicz, J. R. J. Am. Chem. Soc. 1998, 120, 8230.
15. (a) Nelsen, S. F.; Blackstock, S. C. J. Am. Chem. Soc. 1985, 107, 7189.
16. (b) Nelsen, S. F.; Wang, Y. J. Org. Chem. 1994, 59, 1655.
17. Nelsen, S. F.; Blackstock, S. C.; Kim, Y. J. Am. Chem. Soc. 1987, 109, 677.
18. ab gets larger.
19. Cortes, J.; Heitele, H.; Jortner, J. J. Phys. Chem. 1994, 98, 2527. For application to intramolecular thermal electron-transfer reactions, see: Nelsen, S. F.; Ramm, M. T.; Wolff, J. J.; Powell, D. R. J. Am. Chem. Soc. 1997, 119, 6863.
20. Cortes, J.; Heitele, H.; Jortner, J. J. Phys. Chem. 1994, 98, 2527. For application to intramolecular thermal electron-transfer reactions, see: Nelsen, S. F.; Ramm, M. T.; Wolff, J. J.; Powell, D. R. J. Am. Chem. Soc. 1997, 119, 6863.
21. 12,13 that this assumption is often inadequate.
22. (a) Eberson, L.; Shaik, S. S. J. Am. Chem. Soc. 1990, 112, 4484-9.
23. (b) Eberson, L. New J. Chem. 1992, 16, 151.
24. (a) Fukizumi, S.; Wong, C. L.; Kochi, J. K. J. Am. Chem. Soc. 1980, 102, 2928.
25. (b) Fukizumi, S.; Kochi, J. K. Bull. Chem. Soc. Jpn. 1983, 56, 969.
26. (c) Kochi, J. K. Angew. Chem., Int. Ed. Engl. 1988, 27, 1227.
27. (d) Hubig, S. M.; Bockman, T. M.; Kochi, J. K. J. Am. Chem. Soc. 1996, 118, 3842.
28. (e) Hubig, S. M.; Rathore, R.; Kochi, J. K. J. Am. Chem. Soc. 1999, 121, 617-626.
29. (f) Hubig, S. M.; Kochi, J. K. J. Am. Chem. Soc. 1999, 121, 1688.
30. ab ≥ 1 kcal/ mol as being of the "inner-sphere" type, by which they appear to mean that the adiabatic version of Marcus theory that employs ΔG* = λ/4 does not give a large enough rate constant.
31. Grampp, G.; Jaenicke, W. Ber. Bunsenges. Phys. Chem. 1991, 95, 904.
32. Rauhut, G.; Clark, T. J. Chem. Soc. Faraday Trans. 1994, 90, 1783.
33. McMannis, G. E.; Nielson, R. M.; Gochev, A.; Weaver, M. J. J. Am. Chem. Soc. 1989, 111, 5533.