Factors affecting the lability of the σ(M-X) bond in cycloplatinated and cyclopalladated complexes containing [C(sp2, ferrocene),N,X]- or [C(sp2, phenyl),N,X]- (X = S, N) terdentate ligands

Journal of Organometallic Chemistry

Volumn 689, Issue 20, 2004, Pages 3184-3196

  Pérez, Sonia ^a   López, Concepción ^a   Caubet, Amparo ^a   Solans, Xavier ^a   Font Bardia, Mercè ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

Cyclometallation; Ferrocene; Palladacycle; Platinacycles

Indexed keywords

BINDING ENERGY; CHEMICAL BONDS; CRYSTAL STRUCTURE; ORGANOMETALLICS; REACTION KINETICS; X RAY ANALYSIS;

CYCLOMETALLATED COMPLEXES; LIGANDS; SHIFF BASES;

COMPLEXATION;

FERROCENE; LIGAND; METAL COMPLEX; PALLADIUM; PLATINUM DERIVATIVE; SCHIFF BASE;

ARTICLE; BINDING KINETICS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; CRYSTAL STRUCTURE; ISOLATION PROCEDURE; METALLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY ANALYSIS;

EID: 10444281712     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2004.07.007     Document Type: Article

References (76)

1. J. Dupont M. Pfeffer J. Spencer Eur. J. Inorg. Chem. 2001 1917
2. R.G. Newkome G.E. Puckett V.K. Gupta G.E. Kiefer Chem. Rev. 86 1986 45
3. V.V. Dunina O.A. Zalevskaya V.M. Potatov Russ. Chem. Rev. 57 1988 250
4. A.D. Ryabov Chem. Rev. 90 1990 403
5. I. Omae Coord. Chem. Rev. 83 1988 137
6. P.W. Jolly G. Wilke W.A. Kermann B. (Eds.). Cornils Applied Homogeneous Catalysis with Organometallic Compounds 1996 VCH Weinheim
7. I. Omae Applications of Organometallic Compounds 1998 Wiley Chichester (Chapter 20)
8. A.J. Klaus A.E. Peters H.S. Freeman Modern Colorants: Synthesis and Structure vol. 3 1995 Blackie Academic Press London
9. B.S. Wild Coord. Chem. Rev. 166 1997 291
10. J. C. Bravo Cativiela J.E. Chaves R. Navarro E.P. Urriolabeitia Inorg. Chem. 42 2003 1006
11. K.E. Torraca S.I. Kuwabe S.L. Buchwald J. Am. Chem. Soc. 122 2000 12907
12. J.L. Serrano Metallomesogens, (Ed.), Synthesis, Properties and Applications 1996 VCH Weinheim
13. D.E. Bergbreiter P.L. Osburn Y.S. Liu J. Am. Chem. Soc. 121 1999 9531
14. M. Talarico G. Barberio D. Pucci M. Ghedini A. Golemme Adv. Mater. 15 2003 1374
15. L. Diez P. Espinet J.A. Miguel J. Chem. Soc., Dalton Trans. 2001 1189
16. G. Ciparrone A. Mazzulla I. Aiello M. Ghedini Mol. Cryst. Liquid Cryst. 320 1998 165
17. For recent contributions centered on the use of cycloplatina- and/or cyclopalladated complexes in homogeneous catalysis, see for instance: R.B. Bedford S.L. Hazelwood M.E. Limmert D.A. Albisson S.M. Draper P.N. Scully S.J. Coles M.B. Hursthouse Chem. Eur. J. 9 2003 3216
18. R.B. Bedford C.S.J. Cazin S.J. Coles T. Gelbrich P.N. Horton M.B. Hursthouese M.E. Light Organometallics 22 2003 987
19. F. Yang Y. Zhang R. Zheng J. Tang M. He J. Organomet. Chem. 651 2002 146
20. C. Rocaboy J.A. Gladysz Org. Lett. 4 2002 1993
21. A.D. Ryabov E.Y. Bezsoudnova J. Organomet. Chem. 622 2001 38
22. A.W. Kleij R.J.M.K. Gebbink P.A.J. van den Nieuwenhuijzen H. Kooijman M. Lutz A.L. Spek G. van Koten Organometallics 20 2001 634
23. J.S. Fossey C.J. Christopher Organometallics 23 2004 367
24. J. Bravo C. Cativiela R. Navarro E.P. Urriolabeitia J. Organomet. Chem. 650 2002 157
25. E.G. Rodrigues L.S. Silva D.M. Fausto M.S. Hayashi S. Dreher E. Santos J.B. Pesquero L.R. Travessos A.C.F. Caires Int. J. Cancer 107 2003 498
26. For recent advances in the photoptical properties of cycloplatinated and cyclopalladated complexes, see for instance: C.M. Che W.F. Fu S.W. Lai Y.J. Hou Y.L. Liu Chem. Commun. 2003 118
27. C.H. Tao K.M.C. Wong N. Zhu V.W. Yam New J. Chem. 23 2003 150
28. S. Fernández J. Forniés B. Gil J. Gómez E. Lalinde J. Chem. Soc., Dalton Trans. 2003 822
29. I. Aiello U. Caruso M. Panunzi A. Quatela A. Roviello F. Sarcinelli Polymer 44 2003 7635
30. I. Aiello D. Dattilo G. Mauro A. Bruno R. Termine G. Atilio Adv. Mater. 14 2002 1233
31. J.A.G. Williams A. Beeby E.S. Davies J.A. Weinstein C. Wilson Inorg. Chem. 42 2003 8609
32. For a general overview of the applications of cyclopalladated and cycloplatinated complexes in organic or organometallic syntheses see for instance: A.D. Ryabov Synthesis 1985 233
33. M. Pfeffer Rec. Trav. Pays-Bas 109 1990 567
34. J. Spencer M. Pfeffer Adv. Met. Org. Chem. 6 1986 103
35. N. Gül J.H. Nelson A.C. Willis A.D. Ross Organometallics 21 2002 2041
36. M. Pfeffer, J.P. Sutter, A. De Cian, J. Fischer, Organometallics (1993) 1167
37. M. Pfeffer, M.A. Rotteveel, J.P. Sutter, A. de Cian, J. Fischer, Organomet. Chem. 371 (1989) C21.
38. G. Zhao Q.G. Wang T.C.W. Mak J. Organomet. Chem. 574 1999 311
39. M. Benito, C. López, X. Morvan, X. Solans, M. Font-Bardía, J. Chem. Soc, Dalton Trans. (2000) 4470;
40. M. Benito, C. López, X. Solans, M. Font-Bardía, Tetrahedron: Asymmetry 9 (1998) 4219;
41. R. Bosque, M. Benito, C. López, New J. Chem. 25 (2001) 827.
42. For recent advances in the use of cycloplatinated and cyclopalladated complexes in organic and organometallic synthesis, see for instance: J.J. Johnson D. Sames J. Am. Chem. Soc. 122 2000 6321
43. S. Pérez C. López A. Caubet A. Pawelczyk X. Solans M. Font-Bardía Organometallics 22 2003 2937
44. R.G. Pearson J. Am. Chem. Soc. 85 1963 3533
45. M. Crespo J. Granell X. Solans M. Font-Bardía J. Organomet. Chem. 681 2003 143
46. C. Anderson M. Crespo M. Font-Bardía A. Klein X. Solans J. Organomet. Chem. 601 2000 22
47. O. López M. Crespo M. Font-Bardía X. Solans Organometallics 16 1997 1233
48. A. Fernández P. Uria J.J. Fernández M. López-Torres A. Suárez D. Vazquez-García M.T. Pereira J.M. Vila J. Organomet. Chem. 620 2001 8
49. A. Fernández J.J. Fernández M. López-Torres A. Suárez J.M. Ortigueira J.M. Vila H. Adams J. Organomet. Chem. 621 2000 85
50. C. Cativiela L.R. Falvello J.C. Gines R. Navarro E.P. Urriolabeitia New J. Chem. 25 2001 344
51. Pérez S. López C. Caubet A. Solans X. Font-Bardía S. New J. Chem. 27 (2003) 975;
52. C. López, A. Caubet, S. Pérez, X. Solans, M. Font-Bardía, J. Organomet. Chem. 651 (2002) 105.
53. A. Caubet C. López X. Solans M. Font-Bardía J. Organomet. Chem. 577 1999 735
54. López C. Pérez S. Solans X. Font-Bardía M. J. Organomet. Chem. 650 2002 258
55. C. López A. Pawelczyk X. Solans M. Font-Bardía Inorg. Chem. Commun. 6 2003 451
56. X. Riera, C. Ló pez, A. Caubet, V. Moreno, X. Solans, M. Font-Bardía, Eur. J. Inorg. Chem. (2001) 2135;
57. X. Riera, C. López, A. Caubet, V. Moreno, X. Solans, M. Font-Bardía, Eur. J. Inorg. Chem. (2001) 2135
58. X. Riera, A. Caubet, C. López, V. Moreno, E. Freisinger, Willermann, B. Lippert, J. Organomet. Chem. 629 (2001)
59. A. Caubet C. López X. Solans M. Font-Bardía J. Organomet. Chem. 669 2003 164
60. C. López A. Caubet R. Bosque X. Solans M. Font-Bardía J. Organomet. Chem. 645 2002 146
61. S. Pérez C. López A. Caubet X. Solans M. Font-Bardía E. Molins A. Roig Organometallics 23 2004 224
62. K. Nakamoto IR and Raman Spectra of Inorganic Coordination Compounds fifth ed. 1997 Wiley New York
63. G.B. Deacon J.H.S. Green Spectrochim. Acta A 24 1968 845
64. P.S. Pregosin Coord. Chem. Rev. 44 1982 247
65. J. Vicente A. Arcas D. Bautista P.G. Jones Organometallics 16 1997 2127
66. J. Vicente J.A. Abad A.D. Frankland M.C. Ramirez de Arellano Chem. Eur. J. 5 1999 3066
67. J. Vicente J.A. Abad E. Martínez-Viviente P.G. Jones Organometallics 21 2002 4454
68. T.H. Allen O. Kennard Chem. Des. Automat. News 8 1993 128
69. C. López J. Sales X. Solans R. Zquiak J. Chem. Soc., Dalton Trans. 1992 2321
70. R. Bosque C. López J. Sales X. Solans M. Font-Bardía J. Chem. Soc., Dalton Trans. 1994 483
71. M. Benito C. López X. Solans M. Font-Bardía Tetrahedron Asymm. 9 1998 429
72. C. Kowala J.M. Swan Aust. J. Chem. 19 1996 547
73. D.D. Perrin W.L. Armarego Purification of Laboratory Chemicals third ed. 1998 Pergamon Press London
74. G.M. Sheldrick SHELXS: A Computer Program for Determination of Crystal Structure 1997 University of Göttingen Göttingen, Germany
75. G.M. Sheldrick SHELX -97: A Computer Program for Determination of Crystal Structure 1979 University of Göttingen Göttingen, Germany
76. International Tables of X-Ray Crystallography, vol. IV, Kynoch Press, 1974, pp. 99-100 and 149