Cases of pronounced extended π,n-participation in solvolysis of tert-butyl and benzyl chloride derivatives

Journal of Physical Organic Chemistry

Volumn 18, Issue 4, 2005, Pages 368-372

  Jurić, Sandra ^a   Kronja, Olga ^a  

^a UNIVERSITY OF ZAGREB   (Croatia)

Author keywords

Benzyl chlorides; Extended ,n participation; Hammett correlation; Secondary deuterium isotope effects; Solvolysis; Tertiary chlorides

Indexed keywords

CHEMICAL ACTIVATION; CHEMICAL BONDS; CHLORINE COMPOUNDS; ETHANOL; REACTION KINETICS; SUBSTITUTION REACTIONS;

BENZYL CHLORIDES; EXTENDED Π,N-PARTICIPATION; HAMMETT CORRELATION; SECONDARY Β-DEUTERIUM ISOTOPE EFFECTS; SOLVOLYSIS; TERTIARY CHLORIDES;

DERIVATIVES;

EID: 15744404868     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/poc.853     Document Type: Article

References (18)

1. (a) Kronja O, Orlović M, Humski K, Borčić S. J. Am. Chem. Soc. 1991; 113: 2306-2308;
2. (b) Borčić S, Humski K, Kronja O, Malnar I. Croat. Chem. Acta 1996; 69: 1347-1359.
3. Borčić S, Kronja O, Humski K. Croat. Chem. Acta 1994; 67: 171-188.
4. Borčić S, Humski K, Kronja O, Imper V, Orlović M, Polla E. J. Chem. Soc., Perkin Trans. 1 1989; 1861.
5. Kronja O, Polla E, Borčić S. J. Chem. Soc., Chem. Commun 1983; 1044-1045;
6. (b) Ho N-H, le Noble WJ. J. Org. Chem. 1989; 54: 2018-2021.
7. Malnar I, Humski K, Kronja O. J. Org. Chem. 1998; 63: 3041-3044.
8. Malnar I, Jurić S, Vrček V, Gjuranović Z, Mihalić Z, Kronja O. J. Org. Chem. 2002; 67: 1490-1495.
9. Jurić; S, Filipović A, Kronja O. J. Phys. Org. Chem. 2003; 16: 900-904.
10. Jurić S, Kronja O. J. Phys. Org. Chem. 2002; 15: 556-560.
11. Orlović M, Borčić S, Humski K, Kronja O, Imper V, Polla E, Shiner VJ Jr. J. Org. Chem. 1991; 56: 1874-1878.
12. Mihel I, Orlović M, Polla E, Borčić S. J. Org. Chem. 1979; 44: 4086-4090.
13. Winstein S, Allred E, Heck R, Glik R. Tetrahedron 1958; 3: 1-13.
14. Orlović M, Kronja O, Humski K, Borčić S. J. Org. Chem. 1986; 51: 3253-3256.
15. Page MI. Chem. Soc. Rev 1973; 2: 295-323.
16. (a) Hupe DJ, Jencks WP. J. Am. Chem. Soc. 1977; 99: 451-464;
17. (b) Johnson CD. Tetrahedron 1980; 36: 3461-3480;
18. (c) Pross A. Adv. Phys. Org. Chem. 1977; 14: 69-132.