Intramolecular nucleophilic substitution in a C6F5 moiety assisted by antimony

European Journal of Inorganic Chemistry

Volumn , Issue 12, 2004, Pages 2498-2503

  Shutov, Pavel L ^a   Karlov, Sergey S ^b   Harms, Klaus ^a   Tyurin, Daniil A ^b   Sundermeyer, Jörg ^a   Lorberth, Jörg ^a   Zaitseva, Galina S ^b  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

^b MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

Amides; Antimony; Density functional calculations; Fluorinated ligands; Nucleophilic substitution

Indexed keywords

AMIDES; ANTIMONY COMPOUNDS; FLUORINE COMPOUNDS; INDIUM COMPOUNDS; X RAY DIFFRACTION;

DENSITY-FUNCTIONAL CALCULATIONS; DFT CALCULATION; FLUORINATED LIGANDS; NUCLEOPHILIC SUBSTITUTIONS; REACTION PATHWAYS; X-RAY DIFFRACTION STUDIES;

DENSITY FUNCTIONAL THEORY;

AMIDE; ANTIMONY; ANTIMONY DERIVATIVE; FLUORINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; MOLECULAR STABILITY; STOICHIOMETRY; SUBSTITUTION REACTION; X RAY DIFFRACTION;

EID: 4544328966     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejic.200400074     Document Type: Article

References (40)

1. Organofluorine Chemistry: Principles and Commercial Applications (Eds.: R. E. Banks, B. E. Smart, J. C. Tatlow), Plenum, New York, 1994.
2. T. Hiyama, Organofluorine Compounds, Springer, Berlin, 2000.
3. U. Mazurek, H. Schwarz, Chem. Commun. 2003, 1321-1326.
4. J. L. Kiplinger, T. G. Richmond, C. E. Osterberg, Chem. Rev. 1994, 94, 373-431.
5. T. Braun, S. P. Foxon, R. N. Perutz, P. H. Walton, Angew. Chem. Int. Ed. 1999, 38, 3326-3329.
6. T. G. Richmond, C. E. Osterberg, A. M. Arif, J. Am. Chem. Soc. 1987, 109, 8091-8092.
7. T. G. Richmond, C. E. Osterberg, Inorganic Fluorine Chemistry, ACS Symposium Series 1994, 555, 392-404.
8. S. Park, M. Pontier-Johnson, D. M. Roundhill, J. Am. Chem. Soc. 1989, 111, 3101-3103.
9. J. Burdeniuc, B. Jedlicka, R. H. Crabtree, Chem. Ber./Recueil 1997, 130, 145-154.
10. M. Hudlicky, Chemistry of Organic Fluorine Compounds, 2nd ed., Ellis Horwood, Prentice Hall, 1992.
11. G. M. Brooke, J. Fluorine Chem. 1997, 86, 1-76.
12. T. N. Gerasimova, N. A. Orlova, J. Fluorine Chem. 1985, 28, 361-380.
13. P. L. Shutov, D. A. Sorokin, S. S. Karlov, K. Harms, Yu. F. Oprunenko, A. V. Churakov, M. Yu. Antipin, G. S. Zaitseva, J. Lorberth, Organometallics 2003, 22, 516-522.
14. P. L. Shutov, S. S. Karlov, K. Harms, D. A. Tyurin, A. V. Churakov, J. Lorberth, G. S. Zaitseva, Inorg. Chem. 2002, 41, 6147-6152.
15. P. L. Shutov, S. S. Karlov, K. Harms, O. Kh. Poleshchuk, J. Lorberth, G. S. Zaitseva, Eur. J. Inorg. Chem. 2003, 1507-1510.
16. F. V. Cochran, P. J. Bonitatebus, R. R. Schrock, Organometallics 2000, 19, 2414-2416.
17. C. L. Raston, B. W. Skelton, V.-A. Tolhurst, A. H. White, Polyhedron 1998, 17, 935-942.
18. C. L. Raston, B. W. Skelton, V.-A. Tolhurst, A. H. White, J. Chem. Soc., Dalton Trans. 1987, 1279-1285.
19. H. Preut, F. Huber, G. Alonzo, N. Bertazzi, Acta Crystallogr., Sect. B 1982, 38, 935-937.
20. G. Alonzo, N. Bertazzi, G. Bombieri, G. Bruno, J. Chem. Soc., Dalton Trans. 1987, 2337-2340.
21. P. L. Davidovich, V. V. Tkachev, L. O. Atovmyan, Koord. Khim. (Russ.) (Coord. Chem.) 1995, 21, 20-22.
22. C. Jones, L. M. Engelhardt, P. C. Junk, D. S. Hutchings, W. C. Patalinghug, W. L. Raston, A. H. White, J. Chem. Soc., Chem. Commun. 1991, 1560-1562.
23. E. Block, G. Ofori-Okai, H. Kang, J. Wu, J. Zubieta, Inorg. Chem. 1991, 30, 4784-4788.
24. T. Tokunaga, H. Seki, S. Yasuike, M. Ikoma, J. Kurita, K. Yamaguchi, Tetrahedron 2000, 56, 8833-8839.
25. S. Okajima, S. Yasnike, N. Kakusawa, A. Osada, K. Yamaguchi, H. Seki, J. Kurita, J. Organomet. Chem. 2002, 656, 234-242.
26. S. Kamepalli, C. J. Carmalt, R. D. Culp, A. H. Cowley, R. A. Jones, N. C. Norman, Inorg. Chem. 1996, 35, 6179-6183.
27. J. Emsley, The Elements, 3rd ed. Clarendon Press, Oxford, U.K., 1998.
28. M. Jakt, L. Johannissen, H. S. Rzepa, D. A. Widdowson, R. Wilhelm, J. Chem. Soc., Perkin Trans. 2 2002, 576-581.
29. M. N. Glukhovtsev, R. D. Bach, S. Laiter, J. Org. Chem. 1997, 62, 4036-4046.
30. A. Kiennemann, G. Levy, F. Schué, C. Taniélian, J. Organomet. Chem. 1972, 35, 143-148.
31. R. Koppang, J. Organomet. Chem. 1972, 46, 193-200.
32. J. P. Perdew, K. Burke, M. Ernzerhof, Phys. Rev. Lett. 1996, 77, 3865-3868.
33. M. Ernzerhof, G. E. Scuseria, J. Chem. Phys. 1999, 110, 5029-5036.
34. M. Feyereisen, G. Fitzgerald, A. Komornicki, Chem. Phys. Lett. 1993, 208, 359-363.
35. O. Vahtras, J. Almlöf, M. W. Feyereisen, Chem. Phys. Lett. 1993, 213, 514-518.
36. D. E. Bernholdt, R. J. Harrison, Chem. Phys. Lett. 1996, 250, 477-484.
37. D. N. Laikov, Chem. Phys. Lett. 1997, 281, 151-156.
38. G. Schaftenaar, J. H. Noordik, J. Comput.-Aided Mol. Des. 2000, 14, 123-134.
39. G. M. Sheldrick, Acta Crystallogr., Sect. A 1990, 46, 467-473.
40. G. M. Sheldrick, SHELXL-97, Program for the Refinement of Crystal Structures, University of Göttingen, Germany, 1997.