Effect of base concentration on the rate of the Vicarious Nucleophilic Substitution of Hydrogen and on the kinetic isotope effect

Tetrahedron Letters

Volumn 40, Issue 42, 1999, Pages 7541-7544

  Ma̧kosza, Mieczyslaw ^a   Lemek, Tadeusz ^a   Kwast, Andrzej ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

Isotope effects; Mechanisms; Nitro compounds; Vicarious nucleophilic substitution

Indexed keywords

BASE; HYDROGEN; ISOTOPE; NITRO DERIVATIVE; NITROBENZENE; SULFONE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; CONCENTRATION (PARAMETERS); REACTION ANALYSIS; THERMODYNAMICS;

EID: 0033570277     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01599-3     Document Type: Article

References (11)

1. Ma̧kosza, M; Winiarski, J. Acc. Chem. Res. 1987, 20, 282; Ma̧kosza, M.; Wojciechowski, K. Liebigs Ann. Chem. 1997, 1805.
2. Ma̧kosza, M; Winiarski, J. Acc. Chem. Res. 1987, 20, 282; Ma̧kosza, M.; Wojciechowski, K. Liebigs Ann. Chem. 1997, 1805.
3. Ma̧kosza, M.; Kwast, A. J. Phys. Org. Chem. 1998, 11, 341.
4. Glinka, T.; Ma̧kosza, M. J. Org. Chem. 1983, 48, 3860.
5. Ma̧kosza, M.; Sienkiewicz, K. J. Org. Chem. 1998 63, 4199.
6. Ma̧kosza, M.; Białecki, M. J. Org. Chem. 1998, 63, 4878.
7. (a) Bunnett, J.F.; Zahler, R.E. Chem. Rev. 1951, 49, 273; (b) Miller, J. Aromatic Nucleophilic Substitution, Elsevier, Amsterdam 1968; (c) Terrier, F. Nucleophilic Aromatic Displacement, Verlag Chemie, Weinheim 1991.
8. (a) Bunnett, J.F.; Zahler, R.E. Chem. Rev. 1951, 49, 273; (b) Miller, J. Aromatic Nucleophilic Substitution, Elsevier, Amsterdam 1968; (c) Terrier, F. Nucleophilic Aromatic Displacement, Verlag Chemie, Weinheim 1991.
9. (a) Bunnett, J.F.; Zahler, R.E. Chem. Rev. 1951, 49, 273; (b) Miller, J. Aromatic Nucleophilic Substitution, Elsevier, Amsterdam 1968; (c) Terrier, F. Nucleophilic Aromatic Displacement, Verlag Chemie, Weinheim 1991.
10. Stahly, G.P.; Stahly, B.C.; Maloney, J.R. J. Org. Chem. 1988, 53, 690.
11. Ma̧kosza, M.; Mudryk, B.; Glinka, T. unpublished results.