Substituent effects on homolytic bond dissociation free energies of oxygen-acetyl bonds in phenyl acetates and nitrogen-acetyl bonds in acetanilides

Acta Chemica Scandinavica

Volumn 50, Issue 11, 1996, Pages 1045-1049

  Andersen, Mogens L ^a,b  

^a ROSKILDE UNIVERSITY   (Denmark)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 2342555983     PISSN: 0904213X     EISSN: None     Source Type: Journal    
DOI: 10.3891/acta.chem.scand.50-1045     Document Type: Article

References (31)

1. Wayner, D. D. M. and Parker, V. D. Acc. Chem. Res. 26 (1993) 287.
2. Lind, J., Shen, X., Eriksen, T. E. and Merényi, G. J. Am. Chem. Soc. 112 (1990) 479.
3. Bordwell, F. G. and Cheng J.-P. J. Am. Chem. Soc. 113 (1991) 1736.
4. Parker, V. D. J. Am. Chem. Soc. 114 (1992) 7458.
5. Parker, V. D. J. Am. Chem. Soc. 115 (1993) 1201.
6. Jonsson, M., Lind, J., Eriksen, T. E. and Merényi. G. J. Am. Chem. Soc. 116 (1994) 1423.
7. Jonsson, M., Lind, J., Merényi, G. and Eriksen, T. E. J. Chem. Soc., Perkin Trans. 2 (1995) 61.
8. Mulder, P., Saastad, O. W. and Griller, D. J. Am. Chem. Soc. 110 (1988) 4090.
9. Bordwell, F. G., Zhang, X.-M. and Cheng, J.-P. J. Org. Chem. 58 (1993) 6410.
10. Cheng, J.-P. and Zhao, Y. Tetrahedron 49 (1993) 5267.
11. Bordwell, F. G. and Zhang, X.-M. Acc. Chem. Res. 26 (1993) 510.
12. Arnett, E. M. and Petro, C. J. Am. Chem. Soc. 100 (1978) 5408.
13. Arnett, E. M., Amarnath, K., Harvey, N. G. and Cheng J.-P. J. Am. Chem. Soc. 112 (1990) 344.
14. Arnett, E. M., Amarnath, K., Harvey, N. G. and Venimadhavan, S. J. Am. Chem. Soc. 112 (1990) 7346.
15. Venimadhavan, S., Amarnath, K., Harvey, N. G., Cheng, J.-P. and Arnett, E. M. J. Am. Chem. Soc. 114 (1992) 221.
16. Arnett, E. M., Venimadhavan, S. and Amarnath, K. J. Am. Chem. Soc. 114 (1992) 5598.
17. Suryan, M. M., Kafafi, S. A. and Stein, S. E. J. Am. Chem. Soc. 111 (1989) 4594.
18. Clark, K. B. and Wayner, D. D. M. J. Am. Chem. Soc. 113 (1991) 9363.
19. Gerstein, J. and Jencks, W. P. J. Am. Chem. Soc. 86 (1964) 4655.
20. Parker, V. D., Handoo, K. L., Roness, F. and Tilset, M. J. Am. Chem. Soc. 113 (1991) 7493.
21. Jencks, W. P., Schaffhausen, B., Thornheim, K. and White, H. J. Am. Chem. Soc. 93 (1971) 3917.
22. Mahoney, L. R. and DaRooge, M. A. J. Am. Chem. Soc. 97 (1975) 4722.
23. Rückhardt, C. Angew. Chem. 82 (1970) 845.
24. Nicholas, A. M. de P. and Arnold, D. R. Can J. Chem. 62 (1984) 1850.
25. Nau, W. M., Harrer, H. H. and Adam, W. J. Am. Chem. Soc. 116 (1994) 10972.
26. Morales-Ríos, M. S. and Joseph-Nathan, P. Magn. Reson. Chem. 29 (1991) 49.
27. Lias, S. G., Bartmess, J. E., Liebman, J. F., Holmes, J. L., Levin, R. D. and Mallard, W. G. J. Phys. Chem. Ref. Data 17 (1988) Supplement No. 1.
28. McMillen, D. F. and Golden, D. M. Annu. Rev. Phys. Chem. 33 (1982) 493.
29. Furniss, B. S., Hannaford, A. J., Smith, P. W. G. and Tatchell, A. R. Vogel's Textbook of Practical Organic Chemistry, 5th ed., Longman, Harlow, Essex 1989.
30. Bruice, T. C. and Benkovic, S. J. J. Am. Chem. Soc. 86 (1964) 418.
31. Kirsch, J. F. and Jencks, W. P. J. Am. Chem. Soc. 86 (1964) 837.