Substituent effects on the gas-phase basicities of 4-X-acetophenones and 4-X-2,6-dimethylacetophenones: A comparison with solution basicities

Tetrahedron

Volumn 53, Issue 2, 1997, Pages 731-738

  Dell'Erba, Carlo ^a   Mugnoli, Angelo ^a   Noto, Renato ^b   Novi, Marino ^a   Occhiucci, Giorgio ^c   Petrillo, Giovanni ^c   Sancassan, Fernando ^a   Spinelli, Domenico ^d  

^a UNIVERSITY OF GENOA   (Italy)

^b Dipartimento di Chimica Organica   (Italy)

^c CNR   (Italy)

^d UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ACETOPHENONE DERIVATIVE;

ARTICLE; MOLECULAR DYNAMICS; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

EID: 0031012764     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)01015-0     Document Type: Article

References (17)

1. (a) Dell'Erba, C.; Sancassan, F.; Novi, M.; Petrillo, G.; Mugnoli, A.; Spinelli, D.; Consiglio, G.; Gatti, P. J. Org. Chem. 1988, 53, 3564.
2. (b) Chimichi, S.; Dell'Erba, C.; Gruttadauria, M.; Noto, R.; Novi, M.; Petrillo, G.; Sancassan, F.; Spinelli, D. J. Chem. Soc., Perkin Trans. 2 1995, 1021, and references therein.
3. Bagno, A.; Scorrano, G.; More O'Ferrall, R.A. Rev. Chem. Intermed. 1987, 7, 313.
4. Mishima, M.; Fujio, M.; Tsuno, Y. Tetrahedron Lett. 1986, 27, 939.
5. Gal, J.-F.; Maria, P.-C. Progr. Phys. Org. Chem. 1990, 17, 159. Bagno, A.; Scorrano, G. J. Chem. Soc., Perkin Trans. 2 1991, 1601.
6. Gal, J.-F.; Maria, P.-C. Progr. Phys. Org. Chem. 1990, 17, 159. Bagno, A.; Scorrano, G. J. Chem. Soc., Perkin Trans. 2 1991, 1601.
7. Marshall, A.G.; Wang, T.L.; Ricca, T.L J. Amer. Chem. Soc. 1985, 107, 7893.
8. Miller, K.J. J. Amer. Chem. Soc. 1990, 112, 8533.
9. Lias, S.G.; Bartmess, J.E.; Liebman, J.F.; Holmes, J.L.; Levin, R.D.; Mallard, W.G. J. Phys. Chem. Ref. Data 1988, 17, suppl. 1.
10. Dewar, M.J.S.; Zoebisch, E.G.; Healy, E.F.; Stewart, J.J.P. J. Amer. Chem. Soc. 1985, 107, 3902.
11. Stewart, J.J.P. QCPE Bull. 1983, 3, 43.
12. Allen, F.H.; Kennard, O.; Watson, D.G.; Brammer, L.; Orpen, A.G.; Taylor, R. J. Chem. Soc., Perkin Trans. 2 1987, S1.
13. Allen, F.H.; Kennard, O.; Taylor, R. Acc. Chem. Res. 1983, 16, 146.
14. Exner, O. Correlation Analysis of Chemical Data, Plenum Press, New York and London, 1988.
15. o values for acetophenones 1a-d,f.
16. Bagno, A.; Boso, R.L.; Ferrari, N.; Scorrano, G. J. Chem. Soc., Chem. Commun. 1995, 2053, and references cited therein.
17. 1b