Kinetics and mechanism of the reaction between 2,3,4,5,6-pentafluorophenylacetonitrile and guanidine-like bases and the structure of the products

Journal of Molecular Structure

Volumn 794, Issue 1-3, 2006, Pages 230-236

  Gierczyk, Błazej ^a   Schroeder, Grzegorz ^a   Przybylski, Piotr ^a   Brzezinski, Bogumil ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

19F NMR; 1H NMR; Carbanions; Fluorinated compounds; FT IR; Guanidines; Mass spectrometry; N base; Nucleophilic substitution; PM5 semiempirical calculations

Indexed keywords

ACETONITRILE; FOURIER TRANSFORM INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHASE EQUILIBRIA; SUBSTITUTION REACTIONS; ULTRAVIOLET RADIATION;

19F NMR; 1H NMR; CARBANIONS; FLUORINATED COMPOUNDS; GUANIDINES; N-BASE; NUCLEOPHILIC SUBSTITUTION; PM5 SEMIEMPIRICAL CALCULATIONS;

REACTION KINETICS;

EID: 33746812207     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2006.02.015     Document Type: Article

References (34)

1. Kirsch P. Modern Fluorineorganic Chemistry (2004), Wiley-VCH, Oxford
2. Chambers R.D. Fluorine in Organic Chemistry (2004), Blackwell Publishing, New York
3. Schroeder G., Łe{ogonek}ska B., Jarczewski A., Nowak-Wydra B., and Brzezinski B. J. Mol. Struct. 344 (1995) 77
4. Schwesinger R., Willaredt J., Schlemper H., Keller M., Schmitt D., and Fritz H. Chem. Ber. 127 (1994) 2435
5. Schwesinger R. Nachr. Chem. Tech. Lab. 38 (1990) 1214
6. Pietzonka T., and Seebach D. Chem. Ber. 124 (1990) 1837
7. Gais H.-J., Vollhardt J., and Krüger C. Angew. Chem. 100 (1988) 108
8. Fletschinger M., Zipperer B., Fritz H., and Prinzbach H. Tetrahedron Lett. 28 (1987) 2517
9. Brzezinski B., Schroeder G., Grech E., Malarski Z., Rospenk M., and Sobczyk L. J. Chem. Res., Synop. 151 (1997)
10. J. Chem. Res. (M) 1021 (1997)
11. Brzezinski B., Radziejewski P., and Zundel G. J. Chem. Soc., Faraday Trans. 91 (1995) 3141
12. Brzezinski B., and Zundel G. J. Mol. Struct. 380 (1996) 195
13. Wojciechowski G., Schroeder G., Zundel G., and Brzezinski B. J. Phys. Chem. A 104 (2000) 7469
14. Brzezinski B., Wojciechowski G., Bartl F., and Zundel G. J. Mol. Struct. 554 (2000) 245
15. Brzezinski B., Wojciechowski G., Zundel G., Sobczyk L., and Grech E. J. Mol. Struct. 508 (1999) 175
16. Brzezinski B., and Zundel G. J. Mol. Struct. 446 (1998) 199
17. Brzezinski B., Bauer R., and Zundel G. J. Mol. Struct. 436-437 (1997) 297
18. Schroeder G., Łeska B., Bartl F., Różalski B., and Brzezinski B. J. Mol. Struct. 478 (1999) 255
19. Schroeder G., Łe{ogonek}ska B., Gierczyk B., Rózalski B., and Brzezinski B. J. Mol. Struct. 476 (1999) 173
20. Schroeder G., Brzezinski B., Jarczewski A., Grech E., and Nowicka-Scheibe J. J. Mol. Struct. 344 (1995) 89
21. Gałe{ogonek}zowski W., Jarczewski A., Stańczyk M., Brzezinski B., Bartl F., and Zundel G. J. Chem. Soc., Faraday Trans. 93 (1997) 2515
22. Wojciechowski G., and Brzezinski B. J. Mol. Struct. 607 (2002) 111
23. Wojciechowski G., and Brzezinski B. J. Mol. Struct. 607 (2002) 149
24. Wojciechowski G., Brzezinski B., Naumov P., Chantrapromma S., Ibrahim A.R., Fun H.-K., and Ng S.W. J. Mol. Struct. 598 (2001) 153
25. Ng S.W., Naumov P., Chantrapromma S., Raj S.S.S., Fun H.-K., Ibrahim A.R., Wojciechowski G., and Brzezinski B. J. Mol. Struct. 569 (2001) 139
26. Ng S.W., Chantrapromma S., Raj S.S.S., Fun H.-K., Ibrahim A.R., Wojciechowski G., and Brzezinski B. J. Mol. Struct. 562 (2001) 185
27. Gierczyk B., Wojciechowski G., Brzezinski B., Grech E., and Schroeder G. J. Phys. Org. Chem. 14 (2001) 1
28. Gierczyk B., Schroeder G., and Brzezinski B. J. Org. Chem. 68 (2003) 3139
29. Gierczyk B., Eitner K., Schroeder G., and Brzezinski B. Pol. J. Chem. 77 (2003) 1437
30. Schroeder G., Eitner K., Gierczyk B., Różalski B., and Brzezinski B. J. Mol. Struct. 478 (1999) 243
31. Stewart J.J.P. Methods J. Comput. Chem. 10 (1989) 209
32. Stewart J.J.P. Methods J. Comput. Chem. 12 (1991) 320
33. Przybylski P., Wojciechowski G., Brzezinski B., Zundel G., and Bartl F. J. Mol. Struct. 661-662 (2003) 171
34. Nakayama Y., Inukai K., Hayashi K., and Irik M. Bull. Chem. Soc. Jpn 64 (1991) 1226