Synthesis of secondary, tertiary and quaternary 1,3,5-triazapenta-1,3- dienes and their CoII, ZnII, PdII, Cu II and BF2 coordination compounds

European Journal of Inorganic Chemistry

Volumn , Issue 16, 2009, Pages 2415-2428

  Häger, Ina ^a   Fröhlich, Roland ^a   Würthwein, Ernst Ulrich ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Hydrogen bonds; N ligands; N Imidoylimidoates; Triazapentadienes

Indexed keywords

CHELATION; COPPER COMPOUNDS; ETHERS; FLUORESCENCE; HYDROGEN BONDS; LIGANDS; NICKEL COMPOUNDS; PALLADIUM COMPOUNDS; POTASSIUM COMPOUNDS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION; ZINC CHLORIDE;

CHELATE COMPLEX; COORDINATION COMPOUNDS; DIETHYL ETHERS; IMIDOYL CHLORIDE; N LIGANDS; N-IMIDOYLIMIDOATE; N-LIGANDS; NITROGEN ATOM; PRIMARY AMINES; TRIAZAPENTADIENE;

CHLORINE COMPOUNDS;

EID: 66149128034     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200900042     Document Type: Article

References (50)

1. D. A. Peak, J. Chem. Soc. 1952, 215-226.
2. J.-B. Greving, H. Behrens, R. Fröhlich, E.-U. Wiirthwein, Eur. J. Org. Chem. 2008, 5740-5754.
3. H. Ley, F. Müller, Ber. Dtsch. Chem. Ges. 1907, 40, 2950-2958.
4. N. Heße, R. Fröhlich, I. Humelnicu, E.-U. Würthwein, Eur. J. Inorg. Chem. 2005, 2189-2197;
5. N. Heße, Ph. D. Thesis, University of Münster, Germany, 2003,
6. N. Heβe, R. Fröhlich, B. Wibbeling, E.-U. Würthwein, Eur. J. Org. Chem. 2006, 3923-3937.
7. F C. Cooper, M. W. Partridge, W. F Short, J. Chem. Soc. 1951, 391-404.
8. P. Oxley, W. Short, J. Chem. Soc. 1948, 1514-1527.
9. A. R. Siedle, R. J. Webb, F. E. Behr, R. A. Newmark, D. A. Weil, K. Erickson, R. Naujok, M. Brostrom, M. Mueller, S.-H. Chou, V. G. Young Jr, Inorg. Chem. 2003, 42, 932-934.
10. H. J. Breslin, M. J. Kukla, R. W. Tuman, M. C. Rebarchak, C. R. Bowden, J. Med. Chem. 1993, 36, 1597-1603.
11. a) M.N. Kopylovich, A. J. L. Pombeiro, A. Fischer, L. Kloo, V. Yu. Kukushkin, Inorg. Chem. 2003, 42, 7239-7248;
12. b) G. H. Sarova, N. A. Bokach, A. A. Fedorov, M. N. Berberan-Santos, V. Yu. Kukushkin, M. Haukka, U.R. Fraüsto da Silva, A. J. L. Pombeiro, Dalton Trans. 2006, 3798-3805;
13. c) M. N. Kopylovich, M. Haukka, A. M. Kirillov, V. Yu. Kukushkin, A. IL. Pombeiro, Chem. Eur. J. 2007, 13, 786-791;
14. d) P. V. Gushchin, K. V. Luzyanin, M.N. Kopylovich, M. Haukka, A. J. L. Pombeiro, V. Yu. Kukushkin, Inorg. Chem. 2008, 47, 3088-3094;
15. e) M. N. Kopylovich, K. V. Luzyanin, M. Haukka, A. IL. Pombeiro, V. Yu. Kukushkin, Dalton Trans. 2008, 5220-5224;
16. f) P. V. Gushchin, M. R. Tyan, N. A. Bokach, M. D. Revenco, M. Haukka, M.-J. Wang, C.-H. Lai, P.-T. Chou, V. Yu. Kukushkin, Inorg. Chem. 2008, 47, 11487-11500.
17. M. Zhou, Y. Song, T. Gong, H. Tong, I. Guo, L. Weng, D. Liu, Inorg. Chem. 2008, 47, 6692-6700.
18. I. Guo, W-K. Wong, Y.-Y. Wong, Eur. J. Inorg. Chem. 2004, 267-275.
19. T. Kajiwara, A. Kamiyama, T. Ito, Chem. Commun. 2002, 1256-1257.
20. See also: T. Kajiwara, T. Ito, Eur. J. Inorg. Chem. 2004, 3084-3088.
21. I-R Zhang, Y-Y Lin, X.-C. Huang, X.-M. Chen, J. Am. Chem. Soc. 2005, 127, 5495-5506.
22. a) H. V. R. Dias, S. Singh, Inorg. Chem. 2004, 43, 5786-5788;
23. b) H. V. R. Dias, S. Singh, Dalton Trans. 2006, 1995-2000;
24. c) H. V. R. Dias, S. Singh, I. A. Flores, Inorg. Chem. 2006, 45, 8859-8861;
25. d) I A. Flores, H. V. R. Dias, Inorg. Chem. 2008, 47, 4448-4450.
26. G. Sathyamoorthi, M.-L. Soong, T. W. Ross, I. H. Boyer, Het-eroat. Chem. 1993, 4, 603-608.
27. K. B. Anderson, R. A. Franich, H. W. Kroese, R. Meder, C. E. F. Rickard, Polyhedron 1995, 14, 1149-1153.
28. R. Kupfer, M. Nagel, E.-U. Würthwein, R. Allmann, Chem. Ber. 1985, 118, 3089-3104.
29. S. Crook, P. Sykes, J. Chem. Soc. Perk. Trans. I 1977, 15, 1791-1796.
30. P. G. Jones, O. Kennard, Acta Cryst. 1977, B33, 627-630.
31. E. Keller, Schakal 97, Univ. Freiburg, 1997,
32. Mercury Crystal Structure Visualisation, version 1.4.2, CCDC, Cambridge Crystallographic Data Center, Cambridge, 2001-2007,
33. R. A. Abramovitch, R. B. Rogers, J. Org. Chem. 1974, 39, 1802-1807.
34. A. Dondoni, O. Exner, J. Chem. Soc. Perkin Trans. 2 1972, 1908-1911.
35. A. Pinner, F. Klein, Ber. Dtsch. Chem. Ges. 1883, 16, 356.
36. R. A. Abramovitch, R. B. Rogers, J. Org. Chem. 1974, 39, 1802-1807.
37. Data sets were collected with Nonius KappaCCD diffractome-ters; in the case of Mo radiation it was equipped with a rotating anode generator. Programs used: data collection COLLECT (B. V. Nonius, 1998), data reduction Denzo-SMN (Z. Ot-winowski, W. Minor, Methods Enzymol. 1997, 276, 307-326),
38. Absorption correction SORTAV (R. H. Blessing, Acta Crys-tallogr, Sect. A 1995, 51, 33-37;
39. R. H. Blessing, J. Appl. Crys-tallogr. 1997, 30, 421-426)
40. And Denzo (Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crystallogr, Sect. A 2003, 59, 228-234),
41. structure solution SHELXS-97 (G M. Sheldrick, Acta Crystallogr, Sect. A 1990, 46, 467-473),
42. structure refinement SHELXL-97 (G M. Sheldrick, Acta Crystallogr, Sect. A 2008, 64, 112-122).
43. 2) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.a-c.uk/data-request/cif.
44. F. Cramer, K. Baer, Chem. Ber. 1960, 93, 1231-1236.
45. F C. Schaefer, G. A. Peters, J. Org. Chem. 1961, 26, 412-418.
46. M. Jautelat, K. Ley, Ger. Offen., DE 22211771, 1973, CAN 80:36883.
47. K. D. Kulkarni, R. C. Shah, J. Indian Chem. Soc. 1949, 26, 171-174.
48. P. G Houghton, D F Pipe, C. W Rees, J. Chem. Soc. Perkin Trans. 1 1985, 7, 1471-1479.
49. P. Luthardt, Dissertation, University of Münster, Germany, 1989,
50. I. Ugi, F. Beck, U. Fetzer, Chem. Ber. 1962, 95, 126-135.