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β-Diketonates of Cyclopalladated Arylazonaphthalenes: Synthesis, Characterization and Redox Activity

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Abstract

The synthesis of monomeric mixed species of the type [PdLK] (L = cyclopalladated arylazonaphthalenes) have been achieved by splitting the halogeno-bridge in [Pd2L2Cl2] by β-diketones (HK). The compounds have been characterized on the basis of spectral (IR, UV–VIS, FAB mass, 1H and 13C{1H}NMR) and elemental analysis data. Some of the [PdLK] cyclometallates occur as isomeric mixtures whose composition have been established by 1H-NMR data. Electron transfer properties of the cyclopalladates in DMF have been thoroughly examined using cyclic voltammetry.

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References

  1. J. Dupont C.S. Consorti J. Spencer (2005) Chem. Rev. 105 2527 Occurrence Handle10.1021/cr030681r Occurrence Handle1:CAS:528:DC%2BD2MXksVWjsbY%3D

    Article  CAS  Google Scholar 

  2. I. Omae (2004) Coord. Chem. Rev. 248 995 Occurrence Handle10.1016/j.ccr.2004.05.011 Occurrence Handle1:CAS:528:DC%2BD2cXnt12qur0%3D

    Article  CAS  Google Scholar 

  3. (a) A.D. Ryabov, R. van Eldik, G. Le Borgne, M. Pfeffer, Organometallics, 12, 1386 (1993); (b) M. Pfeffer, J.P. Sutter, M. A. Rottvel, A. de Cian, J. Fischer, Tetrahedron, 48, 2427 (1992); (c) M. Pfeffer, Recl. Trav. Chim. Pays-Bas, 109, 567 (1990); (d) A. D. Ryabov, Synthesis, 233 (1985).

  4. (a) I.P. Beletskaya, A.V. Cheprakov, J. Organometal. Chem., 689, 4055 (2004); (b) M. Albrecht, B.M. Cocks, A.L. Spek, G. van Koten, J. Organometal. Chem., 624, 271 (2001); (c) J. Dupont, M. Pfeffer, J. Spencer, Eur. J. Inorg. Chem., 1917 (2001); (d) C. Schlenk, A.W. Kleij, H. Frey, G. van Koten, Angew. Chem. Int. Ed., 39, 3445 (2000); (e) D. Morales-Morules, R. Redon, C. Yung, C.M. Jensen, Chem. Commun., 1619 (2000); (f) R.B. Bedford, S.M. Draper, P.N. Scully, S.L. Welch, New J. Chem., 24, 745 (2000); (g) A.S. Gruber, D. Zim, G. Ebeling, A.L. Monteiro and J. Dupont, Org. Lett., 2, 1287 (2000).

  5. (a) M. Ghedini, I. Aiello, M. La Deda, A. Grisolia, Chem. Commun., 2198 (2003); (b) I. Aiello, M. Ghedini, M. La Deda, J. Luminesence, 96, 249 (2002); (c) F. Neve, A. Crispini, C. Depietro, S. Campagna, Organometallics, 21, 3511 (2002); (d) I. Aiello, D. Dattilo, M. Ghedini, A. Golemme, J. Am. Chem. Soc., 123, 5598 (2001); (e) I. Aiello, D. Dattilo, M. Ghedini, A. Bruno, R. Termine, A. Golemme, Adv. Mater., 14, 1233 (2002).

  6. (a) L.Díez, P. Espinet, J.A. Miguel, M. Paz Rodríguez-Medina, J. Organometal. Chem., 690, 261 (2005); (b) B. B. Eran, D. Singer, K. Praefcke, Eur. J. Inorg. Chem., 111 (2001); (c) R.W. Date, E.F. Iglesias, K.E. Rowe, J.M. Elliot, D.W. Bruce, J. Chem. Soc. Dalton Trans., 1914 (2003); (d) M. Ghedini, D. Pucci, A. Crispini, I. Aiello, F. Barigelletti, A. Gessi, O. Francescangeli, Appl. Organometal. Chem., 13, 565 (1999).

  7. M.J. Baena J. Buey P. Espinet C.E. García- Prieto (2005) J. Organometal. Chem. 690 998 Occurrence Handle10.1016/j.jorganchem.2004.11.010 Occurrence Handle1:CAS:528:DC%2BD2MXht1CqsLw%3D

    Article  CAS  Google Scholar 

  8. T. Hegmann J. Kain S. Diele B. Schubart H. Bögel C. Trchierske (2003) J. Mater. Chem. 13 991 Occurrence Handle10.1039/b210250a Occurrence Handle1:CAS:528:DC%2BD3sXjtVCnsbg%3D

    Article  CAS  Google Scholar 

  9. D.P. Lydon G.W.V. Cave J.P. Rouke (1997) J. Mater. Chem. 7 403 Occurrence Handle10.1039/a605791h Occurrence Handle1:CAS:528:DyaK2sXhvFeksLc%3D

    Article  CAS  Google Scholar 

  10. N.J. Thompson J.L. Serrano M.J. Baena P. Espinet (1996) Chem. Eur. J. 2 214 Occurrence Handle1:CAS:528:DyaK28Xht1Ogt7c%3D

    CAS  Google Scholar 

  11. J. Buey L. Diez P. Espinet H.-S. Kitzerow J.A. Mignel (1996) Chem. Mater. 8 2375 Occurrence Handle10.1021/cm960202n Occurrence Handle1:CAS:528:DyaK28XltV2ntLo%3D

    Article  CAS  Google Scholar 

  12. J. Buey P. Espinet (1996) J. Organometal. Chem. 507 37 Occurrence Handle10.1016/0022-328X(95)05771-G

    Article  Google Scholar 

  13. M. Ghedini S. Morrone F. Neve D. Pucci (1996) Gazz. Chim. Ital. 126 511 Occurrence Handle1:CAS:528:DyaK28Xms1amtro%3D

    CAS  Google Scholar 

  14. M.J. Baena J. Barberá P. Espinet A. Ezcurra M. Bross J.L. Serrano (1994) J. Am. Chem. Soc. 116 1899 Occurrence Handle10.1021/ja00084a033 Occurrence Handle1:CAS:528:DyaK2cXjtlGltL8%3D

    Article  CAS  Google Scholar 

  15. M.J. Baena P. Espinet M.B. Ros J.L. Serrano (1991) Angew. Chem. Int. Ed. Engl. 30 7711 Occurrence Handle10.1002/anie.199107111

    Article  Google Scholar 

  16. M. La Deda M. Ghedini I. Aiello T. Pugliese F. Barigelletti F. Accorsi (2005) J. Organometal. Chem. 690 857 Occurrence Handle10.1016/j.jorganchem.2004.10.028

    Article  Google Scholar 

  17. L. Kind A.J. Klaus P. Rys V. Gramlich (1998) Helv. Chim. Acta. 81 307 Occurrence Handle10.1002/hlca.19980810211 Occurrence Handle1:CAS:528:DyaK1cXhtlKjtr0%3D

    Article  CAS  Google Scholar 

  18. A.J. Klaus P. Rys (1981) Helv. Chim. Acta. 64 1453 Occurrence Handle10.1002/hlca.19810640522

    Article  Google Scholar 

  19. K. Gehrig A.J. Klaus P. Rys (1984) Helv. Chim. Acta. 67 113 Occurrence Handle10.1002/hlca.19840670114

    Article  Google Scholar 

  20. M. Hugentobler A.J. Klaus H. Mettler P. Rys G. Wehrle (1982) Helv. Chim. Acta. 65 1202 Occurrence Handle10.1002/hlca.19820650409 Occurrence Handle1:CAS:528:DyaL38XmtFKnsb4%3D

    Article  CAS  Google Scholar 

  21. G.M. Badger and G.E. Lewis, J. Chem. Soc. 2151 (1953).

  22. R. Bhawmick, D. N. Neogi, P. Das and P. Bandyopadhyay, Polyhedron, 25, 1177 (2006).

    Google Scholar 

  23. J. Albert R. Bosque J. Granell R. Tavera (2001) Polyhedron 20 3225 Occurrence Handle10.1016/S0277-5387(01)00931-7 Occurrence Handle1:CAS:528:DC%2BD3MXoslSns78%3D

    Article  CAS  Google Scholar 

  24. S. Okeya S. Kawaguchi (1977) Inorg. Chem. 16 1730 Occurrence Handle10.1021/ic50173a032 Occurrence Handle1:CAS:528:DyaE2sXktl2ltr4%3D

    Article  CAS  Google Scholar 

  25. Z. Kanda Y. Nakamura S. Kawaguchi (1978) Inorg. Chem. 17 910 Occurrence Handle10.1021/ic50182a023 Occurrence Handle1:CAS:528:DyaE1cXhtlKktLg%3D

    Article  CAS  Google Scholar 

  26. N. Yanase Y. Nakamura S. Kawaguchi (1980) Inorg. Chem. 19 1575 Occurrence Handle10.1021/ic50208a028 Occurrence Handle1:CAS:528:DyaL3cXkslWqsLg%3D

    Article  CAS  Google Scholar 

  27. (a) A.K. Mahapatra, D. Bandyopadhyay, P. Bandyopadhyay, A. Chakravorty, Inorg. Chem. 25, 2214 (1986); (b) A.K. Mahapatra, D. Bandyopadhyay, P. Bandyopadhyay, A. Chakravorty, J. Chem. Soc. Chem. Commun., 999 (1984).

  28. S. Dutta, S. Peng, S. Bhattacharya, J. Chem. Soc. Dalton Trans., 4623 (2000).

  29. J.L. Sadler A.J. Bard (1968) J. Am. Chem. Soc. 90 1979 Occurrence Handle1:CAS:528:DyaF1cXhtVWiurs%3D

    CAS  Google Scholar 

  30. R.S. Nicholson I. Shain (1964) Anal. Chem. 36 706 Occurrence Handle10.1021/ac60210a007 Occurrence Handle1:CAS:528:DyaF2cXktV2ms7s%3D

    Article  CAS  Google Scholar 

  31. R.O. Loufty J.H. Sharp (1977) J. Am. Chem. Soc. 99 4049 Occurrence Handle10.1021/ja00454a025

    Article  Google Scholar 

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Correspondence to Pinaki Bandyopadhyay.

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Bhawmick, R., Das, P., Acharya, S. et al. β-Diketonates of Cyclopalladated Arylazonaphthalenes: Synthesis, Characterization and Redox Activity. Transition Met Chem 31, 495–499 (2006). https://doi.org/10.1007/s11243-006-0024-2

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