Metal and boron derivatives of fluorinated cyclic 1,3-dicarbonyl compounds

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

Volumn 64, Issue 5, 2009, Pages 541-550

  Sevenard, Dmitri V ^a   Khomutov, Oleg G ^b   Boltachova, Nadezhda S ^b   Filyakova, Vera I ^b   Vogel, Vera ^a   Lork, Enno ^a   Vyacheslav Ya Sosnovskikh, ^c   Iaroshenko, Viktor O ^d   Röschenthalerc, Gerd Volker ^a  

^a UNIVERSITY OF BREMEN   (Germany)

^b INSTITUTE OF ORGANIC SYNTHESIS   (Russian Federation)

^c URAL FEDERAL UNIVERSITY   (Russian Federation)

^d TARAS SHEVCHENKO NATIONAL UNIVERSITY OF KYIV   (Ukraine)

Author keywords

1,3 Dicarbonyl Compounds; Chelates; Organofluorine Compounds; Salts; Synthetic Application

Indexed keywords

FLUORINE COMPOUNDS; KETONES; SALTS;

1 ,3-DICARBONYL COMPOUNDS; 1 ,3-DICARBONYLS; BORON DERIVATIVES; CHELATES; CYCLIC 1 ,3-DIKETONES; FLUORINATED PYRAZOLES; ORGANOFLUORINE COMPOUNDS; SYNTHETIC APPLICATION;

CHELATION;

EID: 66149161914     PISSN: 09320776     EISSN: None     Source Type: Journal    
DOI: 10.1515/znb-2009-0510     Document Type: Article

References (64)

1. J. T. Welch, Tetrahedron 1987, 43, 3123-3197;
2. P. Lin, J. Jiang, Tetrahedron 2000, 56, 3635-3671;
3. J. T. Welch, S. Eswarakrishnan, Fluorine in Bioorganic Chemistry, John Wiley & Sons, New York, 1991;
4. R. E. Banks, B. E. Smart, J. C. Tatlow (Eds.), Organofluorine Chemistry-Principles and Commercial Applications, Plenum Press, New York, 1994;
5. J.- P. B́egúe, D. Bonnet-Delpon, Chimie bioorganique et ḿedicinale du fluor; CNRS Editions, Paris, 2005.
6. T. Hiyama, Organofluorine Compounds. Chemistry and Application, Springer-Verlag, Berlin, 2000;
7. P. Kirsch, Modern Fluoroorganic Chemistry, Synthesis, Reactivity, Applications, Wiley-VCH, Weinheim, 2004;
8. R.D. Chambers, Fluorine in Organic Chemistry; Blackwell Publishing, Oxford, 2004.
9. P. Mushak, M. T. Glenn, J. Savory, Fluorine Chem. Rev. 1973, 6, 43-133;
10. K. I. Pashkevich, V. I. Saloutin, Russ. Chem. Rev. 1985, 54, 1185-1200; Usp. Khim. 1985, 54, 1997-2026;
11. V. P. Kuhar, Yu. L. Yagupolskii, I. I. Gerus, M. T. Kolycheva, Usp. Khim. 1991, 60, 2047-2063;
12. V. P. Kuhar, N. Yu. Svistunova, V.A. Solodenko, V.A. Soloshonok, Usp. Khim. 1993, 62, 284-302;
13. K. I. Pashkevich, V. I. Saloutin, I. Ya. Postovskii, Russ. Chem. Rev. 1981, 50, 180-195; Usp. Khim. 1981, 50, 325-354;
14. V.V. Takhistov, A.A. Rodin, B.N. Maximova, Usp. Khim. 1991, 60, 2143-2166;
15. E. I. Tsyganova, L.M. Dyagileva, Usp. Khim. 1996, 65, 334-349;
16. K.C. Joshi, R. Joshi, J. Indian Chem. Soc. 2001, 78, 653-661.
17. V. I. Saloutin, Ya. V. Burgart, O.N. Chupakhin, Ftorsoderzhashchie Trikarboniĺnye Soedineniya(in Russian), UrO RAN, Ekaterinburg, 2002.
18. K. I. Pashkevich, V. I. Filyakova, V. G. Ratner, O.G. Khomutov, Russ. Chem. Bull., Eng. Transl. 1998, 47, 1239-1247; Izv. Akad. Nauk, Ser. Khim. 1998, 1279-1286.
19. K. I. Pashkevich, V.G. Ratner, O.G. Khomutov, V. B. Korolev, V. I. Filyakova, Russ. Chem. Bull., Eng. Transl. 1996, 45, 1423-1424; Izv. Akad Nauk, Ser. Khim. 1996, 1493-1495;
20. V. I. Filyakova, N. S. Karpenko, O.A. Kuznetsova, K. I. Pashkevich, Zh. Org. Khim. 1998, 34, 411-417.
21. J. P. Fackler, Jr., Progr. Inorg. Chem. 1966, 7, 361-425;
22. K. S. Joshi, V.N. Pathak, Coord. Chem. Rev. 1977, 22, 37;
23. A. R. Siedle in Comprehensive Coordination Chemistry, Vol. 2 (Ed.: G. Wilkinson), Oxford, 1987, chapter 15.4, pp. 365;
24. S. Aygen, Y. Kitamura, K. Kuroda, R. Kume, H. Kelm, R. van Eldik, Inorg. Chem. 1985, 24, 423-429;
25. J.D. Croxtall, J. Fawcett, E.G.Hope, A.M. Stuart, J. Fluorine Chem. 2003, 119, 65-73;
26. M. J. DelaRosa, K.K. Banger, S. Higashiya, S.C. Ngo, D.H. Hunt, K. S. Bousman, P. J. Toscano, J. T. Welch, J. Fluorine Chem. 2003, 123, 109-117;
27. S. Higashiya, K.K. Banger, S.C. Ngo, P.N. Lim, P. J. Toscano, J. T.Welch, Inorg. Chim. Acta 2003, 351, 291-304;
28. N. S. Karpenko, V. I. Filyakova, G.G. Alexandrov, V.N. Charushin, Zh. Struct. Khim. 2005, 46, 987-991.
29. N. S. Boltachova, O.V. Fedorova, I. G. Ovchinnikova, O. N. Kazheva, A. N. Chekhlov, O.A. Dyachenko, G. L. Rusinov, V. I. Filyakova, V.N. Charushin, J. Fluorine Chem. 2007, 128, 762-768, and refs. therein.
30. K. I. Pashkevich, O.G. Khomutov, D.V. Sevenard, Russ. J. Org. Chem. 1998, 34, 1727-1730, Zh. Org. Khim. 1998, 34, 1798-1801.
31. K. I. Pashkevich, D.V. Sevenard, O.G. Khomutov, Russ. Chem. Bull., Eng. Transl. 1999, 48, 557-560; Izv. Akad. Nauk, Ser. Khim. 1999, 562-565.
32. D.V. Sevenard, O.G. Khomutov, M. I. Kodess, K. I. Pashkevich, I. Loop, E. Lork, G.-V. Röschenthaler, Can. J. Chem. 2001, 79, 183-194.
33. D.V. Sevenard, O.G. Khomutov, M. I. Kodess, K. I. Pashkevich, I. Loop, E. Lork, G.-V. Röschenthaler, Aust. J. Chem. 2001, 54, 157-163.
34. D.V. Sevenard, E. Lork, J. Fluorine Chem. 2004, 125, 125-128.
35. D.V. Sevenard, O. Kazakova, D. L. Chizhov, D. S. Yachevskii, E. Lork, J. Poveleit, V. N. Charushin, G.- V. Röschenthaler, Helv. Chim. Acta 2007, 90, 369-384, and refs. therein;
36. D.V. Sevenard, O. Kazakova, E. Lork, T. Dülcks, D. L. Chizhov, G.-V. Röschenthaler, J. Mol. Struct. 2007, 846, 87-96;
37. D.V. Sevenard, O. Kazakova, R.-M. Schoth, E. Lork, J. Poveleit, G.-V. Röschenthaler, SynthesiS 2008, 1867-1878.
38. M. Hesse, H. Meier, B. Zeeh, Spektroskopische Methoden in der organischen Chemie, Thieme, Stuttgart, 2005.
39. H. L. Goering, J.N. Eikenberry, G. S. Koermer, C. J. Lattimer, J. Am. Chem. Soc. 1974, 96, 1493-1501.
40. C. Döbler, Z. Chem. 1978, 18, 218-219;
41. S.A. Matlin, W. J. Lough, L. Chan, D.M.H. Abram, Z. Zhou, J. Chem. Soc., Chem. Commun. 1984, 1038-1040;
42. F. Keller, H. Weinmann, V. Schurig, Chem. Ber./Recueil 1997, 130, 879-885.
43. V. Schurig, Inorg. Chem. 1972, 11, 736-738;
44. S. M. Kalashnikov, L.K. Tarasov, V. I. Spitsyn, Zh. Neorg. Khim. 1975, 20, 3132-3134;
45. L.K. Tarasov, S. M. Kalashnikov, V. I. Spitsyn, Zh. Neorg. Khim. 1976, 21, 93-95;
46. N. Kurskii, Yu. A. Pentin, L.K. Tarasov, V. I. Spitsyn in ß -Diketonaty Metallov(in Russian), Moscow, 1978, pp. 28;
47. L.K. Tarasov, L. I. Martynenko, V. I. Spitsyn in ß -Diketonaty Metallov(in Russian), Moscow, 1978, pp. 53.
48. B. T. Golding, P. J. Sellars, A.K. Wong, J. Chem. Soc., Chem. Commun. 1977, 570-571.
49. N. S. Karpenko, V. I. Filyakova, E.G. Matochkina, M. I. Kodess, K. I. Pashkevich, Russ. Chem. Bull., Int. Ed. 2003, 52, 1215-1216; Izv. Akad. Nauk, Ser. Khim. 2003, 1149-1150.
50. K. A. K. Ebraheem, Monatsh. Chem. 1991, 122, 157-163.
51. J.D. Park, H.A. Brown, J.R. Lacher, J. Am. Chem. Soc. 1953, 75, 4753-4756.
52. O.Y. Neyland, Y. P. Stradyń, E.A. Silińsh, D. R. Balode, S. P. Valtere, V. P. Kadysh, S.V. Kalniń, V. E. Kampar, I.B. Mazheyka, L. F. Taure, Stroenie i Tautomernye Prevrashcheniyaß -Dikarboniĺnykh Soedineniy(in Russian), Zinatne, Riga, 1977.
53. L.H. Toporcer, R. E. Dessy, S. I. E. Green, Inorg. Chem. 1965, 4, 1649-1655;
54. U. Böhme, H. Hartmann, G. Görlitz, Z. Kristallogr. 1996, 211, 133-134.
55. N. M.D. Brown, P. Bladon, J. Chem. Soc. a 1969, 526-532.
56. R.C. F. Jones, M. J. Begley, G. E. Peterson, S. Sumaria, J. Chem. Soc., Perkin Trans. 1, 1990, 1959-1968;
57. H. Quast, M. Witzel, E.-M. Peters, K. Peters, H.G. von Schnering, Liebigs Ann. 1995, 725-738.
58. A.W. Hanson, E.W. Macaulay, Acta Cryst. Sect. B 1972, 28, 1961;
59. Y. Dromźee, J. Kossanyi, V. Wintgens, P. Valat, H. Hartmann, G. Görlitz, Z. Kristallogr. 1997, 212, 372-375.
60. G. Gilli, F. Bellocci, V. Ferretti, V. Bertolasi, J. Am. Chem. Soc. 1989, 111, 1023-1028;
61. V. Bertolasi, P. Gilli, V. Ferretti, G. Gilli, Chem. Eur. J. 1996, 2, 925-934, and refs. therein.
62. Z. Rappoport (Ed.), The Chemistry of Enols, John Wiley & Sons, Chichester, 1990.
63. H. Trabelsi, A. Cambon, Synthesis 1992, 315-319.
64. G. M. Sheldrick, SHELXL-97, Program for the Refinement of Crystal Structures, University of Göttingen, Göttingen (Germany) 1997.