Solvent influence on reaction mechanism of the nucleophilic substitution of βsubstituted alkoxyvinyl trifluoromethyl ketones with piperidine

Journal of Physical Organic Chemistry

Volumn 21, Issue 4, 2008, Pages 279-285

  Vdovenko, Sergey I ^a   Gerus, Igor I ^a  

^a INSTITUTE OF BIOORGANIC CHEMISTRY AND PETROCHEMISTRY   (Ukraine)

Author keywords

substituted alkoxyvinyl trifluoromethyl ketones; Multiple linear regression; Nucleophilic substitution

Indexed keywords

CATALYST ACTIVITY; LINEAR REGRESSION; NITROGEN COMPOUNDS; NUCLEOPHILES; SOLVENTS; SUBSTITUTION REACTIONS;

ALKOXYVINYL TRIFLUOROMETHYL KETONES; MULTIPLE LINEAR REGRESSION; NUCLEOPHILIC SUBSTITUTION;

KETONES;

EID: 43249124474     PISSN: 08943230     EISSN: 10991395     Source Type: Journal    
DOI: 10.1002/poc.1316     Document Type: Article

References (19)

1. C. Reichardt, Solvents and Solvent Effects in Organic Chemistry (3rd edn), Wiley-VCH, Weinheim, 2003.
2. C. Reichardt, Chem. Rev. 1994, 94, 2319-2358.
3. Y. Marcus, Chem. Soc. Rev. 1993, 22, 409-416.
4. P. Politzer, J. S. Murray, Quantitative Treatments of Solute-Solvent Interactions. Elsevier, New York, 1994.
5. J. Zou, Q. Yu, Zh. Shang, J. Chem. Soc. Perkin Trans. 2 2001,1439-1443.
6. M. H. Abraham, Pure Appl. Chem. 1985, 57, 1155-1165.
7. F. W. Fowler, A. R. Katritzky, R. J. D. Rutherford, J. Chem. Soc. B 1971, 460-469.
8. I. A. Koppel, V. A. Palm, Org. React. (Tartu) 1971, 8, 296.
9. M. J. Kamlet, J.-L M. Abboud, M. H. Abraham, R. W. Taft, J. Org. Chem. 1983, 48, 2877-2887.
10. S. I. Vdovenko, I. I. Gerus, J. Wojcik, J. Phys. Org. Chem. 2001, 14, 533-542.
11. S. I. Vdovenko, I. I. Gerus, V. P. Kukhar, J. Phys. Org. Chem. 2007, 20, 190-200.
12. S. I. Vdovenko, l.l. Gerus, N. V. Lutenko, V. P. Kukhar, J. Wójcik, J. Mol. Struct. 2007, 840, 125-132.
13. J. A. Riddick, W. B. Bunger, T. K. Sakano, Organic Solvents - Physical Properties and Methods of Purification (4th edn), Wiley-Interscience, New York, 1986.
14. J. B. F. N. Engberts, G. R. Famini, A. Perjessy, L. Y. Wilson, J. Phys. Org. Chem. 1998, 11, 261-272.
15. M. H. Abraham, R. M. Doherty, M. J. Kamlet, J. M. Harris, R. W. Taft, J. Chem. Soc. Perkin Trans. 2 1978, 913-920.
16. H.-Ch. Siebert, E. Tajkhorshid, J. Dabrowski, J. Phys. Chem. 2001, 105, 8488-8494.
17. Z. Rappoport, P. Peled, J. Am. Chem. Soc. 1979, 101, 2682-2693.
18. Z. Rappoport, P. Peled, J. Chem. Soc, Perkin Trans. 2 1973, 616-625.
19. T. W. Benthley, M. S. Garley, J. Phys. Org. Chem. 2006, 19, 341-349.