Unsymmetrical NiII-imidoylamidine complexes derived from a novel oxime-mediated single-pot reaction of nitriles

Chemistry - A European Journal

Volumn 13, Issue 3, 2007, Pages 786-791

  Kopylovich, Maximilian N ^a   Haukka, Matti ^b   Kirillov, Alexander M ^a   Kukushkin, Vadim Yu ^c   Pombeiro, Armando J L ^a  

^a INSTITUTO SUPERIOR TÉCNICO   (Portugal)

^b UNIVERSITY OF EASTERN FINLAND   (Finland)

^c ST PETERSBURG STATE UNIVERSITY   (Russian Federation)

Author keywords

Imidoylamidines; N ligands; Nickel; Nitriles; Phthalocyanines; Synthetic methods

Indexed keywords

MOLECULAR STRUCTURE; NICKEL COMPOUNDS; REACTION KINETICS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION;

IMIDOYLAMIDINE CORE; N LIGANDS; PHTHALOCYANINES; SYNTHETIC METHODS;

COMPLEXATION;

AMIDINE; NICKEL; NITRILE; ORGANOMETALLIC COMPOUND; OXIME;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

AMIDINES; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; NICKEL; NITRILES; ORGANOMETALLIC COMPOUNDS; OXIMES; STEREOISOMERISM;

EID: 33846511161     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600765     Document Type: Article

References (49)

1. For reviews see: a) M. P. Coles, Dalton Trans. 2006, 985;
2. b) J. Barker, M. Kilner, Coord. Chem. Rev. 1994, 133, 219.
3. F. H. Allen, Acta Crystallogr. Sect. B 2002, 58, 380.
4. For recent examples see: a) M. M. Bishop, L. F. Lindoy, A. Parkin, P. Turner, Dalton Trans. 2005, 2563;
5. b) P. Diaz, D. M. P. Mingos, R. Vilar, A. J. P. White, D. J. Williams, Inorg. Chem. 2004, 43, 7597;
6. c) M.-L. Tong, Y.-M. Wu, Y.-X. Tong, X.-M. Chen, H.-C. Chang, S. Kitagawa, Eur. J. Inorg. Chem. 2003, 2385 ;
7. d) U. Suksangpanya, A. J. Blake, P. Hubberstey, C. Wilson, CrystEngComm 2002, 4, 638;
8. e) I. M. Atkinson, M. M. Bishop, L. F. Lindoy, S. Mahadev, P. Turner, Chem. Commun. 2002, 2818;
9. f) M. M. Bishop, L. F. Lindoy, B. W. Skelton, A. H. White, J. Chem. Soc. Dalton Trans. 2002, 377;
10. g) R. Vilar, D. M. P. Mingos, A. J. P. White, D. J. Williams, Angew. Chem. 1998, 110, 1323;
11. Angew. Chem. Int. Ed. 1998, 37, 1258;
12. h) M. Walther, K. Wermann, M. Lutsche, W. Gunther, H. Gorls, E. Anders, J. Org. Chem. 2006, 71, 1399.
13. R. Norrestam, Acta Crystallogr. Sect. C 1984, 40, 955.
14. a) J. Barker, M. Kilner, M. M. Mahmoud, S. C. Wallwork, J. Chem. Soc. Dalton Trans. 1989, 837;
15. b) M. M. Turnbull, M. Y. Wei, R. D. Willett, J. Coord. Chem. 1995, 35, 11.
16. S. V. Kryatov, A. Y. Nazarenko, M. B. Smith, E. V. Rybak-Akimova, Chem. Commun. 2001, 1174.
17. a) M. N. Kopylovich, V. Y. Kukushkin, M. F. C. G. da Silva, M. Haukka, J. J. R. F. da Silva, A. J. L. Pombeiro, J. Chem. Soc. Perkin Trans. 1 2001, 1569;
18. b) M. N. Kopylovich, V. Y. Kukushkin, M. Haukka, J. J. R. F. da Silva, A. J. L. Pombeiro, Inorg. Chem. 2002, 41, 4798.
19. M. N. Kopylovich, A. J. L. Pombeiro, A. Fischer, L. Kloo, V. Yu. Kukushkin, Inorg. Chem. 2003, 42, 7239.
20. a) J.-P. Zhang, Y.-Y. Lin, X.-C. Huang, X.-M. Chen, J. Am. Chem. Soc. 2005, 127, 5495;
21. b) I. A. Guzei, K. R. Crozier, K. J. Nelson, J. C. Pinkert, N. J. Schoenfeldt, K. E. Shepardson, R. W. McGaff, Inorg. Chim. Acta 2006, 359, 1169;
22. c) J. Guo, W.-K. Wong, W.-Y. Wong, Eur. J. Inorg. Chem. 2004, 267.
23. a) N. A. Bokach, T. V. Kuznetsova, S.A. Simanova, M. Haukka, A. J. L. Pombeiro, V. Y. Kukushkin, Inorg. Chem. 2005, 44, 5152;
24. b) T. Kajiwara, T. Ito, Eur. J. Inorg. Chem. 2004, 3084;
25. c) T. Kajiwara, A. Kamiyama, T. Ito, Chem. Commun. 2002, 1256;
26. d) A. R. Siedle, R. J. Webb, F. E. Behr, R. A. Newmark, D. A. Weil, K. Erikson, R. Naujok, M. Brostrom, M. Mueller, S.-H. Chou, V. G. Young, Jr., Inorg. Chem. 2003, 42, 932;
27. e) N. Hesse, R. Frohlich, I. Humelnicu, E.-U. Wurthwein, Eur. J. Inorg. Chem. 2005, 2189; f) J. D. Masuda, D. W. Stephan, Dalton Trans. 2006, 2089.
28. a) V. Y. Kukushkin, A.J. L. Pombeiro, Chem. Rev. 2002, 102, 1771;
29. b) "s-Triazines and Derivatives", E. M. Smolin, L. Rapoport in Chemistry of Heterocyclic Compounds Vol. 13, Wiley Interscience, New York, 1959, p. 186.
30. a) J.-P. Collin, C. Dietrich-Buchecker, C. Hamann, D. Jouvenot, J.-M. Kern, P. Mobian, J.-P. Sauvage in Comprehensive Coordination Chemistry, Vol. 8 (Eds.: J. A. McCleverty, T. J. Meyer, M. Fujita, A. Powell, C. Creutz), 2nd ed., Elsevier, Dordrecht, 2003, chapter 7.7, pp. 303-326;
31. b) D. F. Shriver, P. W. Atkins, Inorganic Chemistry, 3rd ed., Oxford University Press, 2001;
32. c) G. L. Miessler, D. A. Tarr, Inorganic Chemistry, 2nd ed., Prentice-Hall, Upper Saddle River, 1999;
33. d) E. C. Constable, Metals and Ligand Reactivity. An Introduction to the Organic Chemistry of Metal Complexes, 2nd ed., VCH, Weinheim, 1996.
34. M. N. Kopylovich, V.Y. Kukushkin, M. Haukka, K.V. Luzyanin, A. J. L. Pombeiro, J. Am. Chem. Soc. 2004, 126, 15040.
35. The Porphyrin Handbook, (Eds.: K.M. Kadish, K.M. Smith, R. Guiard), Academic Press, San Diego, CA, 1999.
36. a) W. Herbst, K. Hunger, Industrial Organic Pigments, Wiley-VCH, Weinheim, 2004;
37. b) High Performance Pigments (Ed.: H. M. Smith), Wiiey-VCH, Weinheim, 2002;
38. c) Ullmann's Encyclopedia of Industrial Chemistry, 6th ed., Wiley-VCH, Weinheim, 2002.
39. a) N. B. McKeown, Phthalocyanine Materials: Structure, Synthesis and Function, Cambridge University Press: Cambridge, 1998;
40. b) C. C. Leznoff, A. B. P. Lever, Phthalocyanines: Properties and Applications, VCH, Weinheim, 1989 (Vol. 1), 1993 (Vol. 2), 1993 (Vol. 3), 1996 (Vol. 4);
41. c) G. de la Torre, C. G. Claessens, T. Torres, Eur. J. Org. Chem. 2000, 2821, and references therein.
42. "Processing of X-ray Diffraction Data Collected in Oscillation Mode", Z. Otwinowski, W. Minor, Methods Enzymol. 1997; 276, 307.
43. G. M. Sheldrick, SHELXS-97, University of Göttingen, Göttingen (Germany), 1997.
44. A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna, J. Appl. Crystallogr. 1999, 32, 115.
45. M. C. Burla, M. Camalli, B. Carrozzini, G. L. Cascarano, C. Giacovazzo, G. Polidori, R. Spagna, J. Appl. Crystallogr. 2003, 36, 1103.
46. G. M. Sheldrick, SHELXTL, version 6.14-1, Bruker AXS, Madison, WI, 2005.
47. G. M. Sheldrick, SADABS, version 2.10, Bruker Axs, Madison, WI, 2003.
48. G. M. Sheldrick, SHELXL-97, University of Göttingen, Göttingen (Germany), 1997.
49. L. J. Farrugia, J. Appl. Crystallogr. 1999, 32, 837.