meso-η¹-Metalloporphyrins: preparation of palladio- and platinioporphyrins and the crystal structure of 5-[bromo-1,2-bis(diphenylphosphino)- ethanepalladio(II)]-10,20-diphenylporphyrin

Abstract

meso-η¹-Palladio- and platinioporphyrins have been isolated for the first time by means of oxidative addition of bromoporphyrins to Pd(0) and Pt(0) complexes; the X-ray crystal structure of the title complex was determined.

References

1. I. K. Morris, K. M. Snow, N. W. Smith and K. M. Smith, J. Org. Chem., 1990, 55, 1231.
2. D. P. Arnold and L. J. Nitschinsk, Tetrahedron Lett., 1993, 34, 693.
3. See for example R. Gauler and N. Risch, Eur. J. Org. Chem., 1998, 1193; J.-P. Strachan, S. Gentemann, J. Seth, W. A. Kalsbeck, J. S. Lindsey, D. Holten and D. C. Bocian, Inorg. Chem., 1998, 37, 1191; R. W. Wagner, T. E. Johnson, F. Li and J. S. Lindsey, J. Org. Chem., 1995, 60, 5266; K. S. Chan, X. Zhou, M. T. Au and C. Y. Tam, Tetrahedron, 1995, 51, 3129; D. P. Arnold and D. A. James, J. Org. Chem., 1997, 62, 3460.
4. S. G. DiMagno, V. S.-Y. Lin and M. J. Therien, J. Am. Chem. Soc., 1993, 115, 2513; V. S.-Y. Lin, S. G. DiMagno and M. J. Therien, Science, 1994, 264, 1105; S. G. DiMagno, V. S.-Y. Lin and M. J. Therien, J. Org. Chem., 1993, 58, 5983.
5. J. S. Manka and D. S. Lawrence, Tetrahedron Lett., 1989, 30, 6989.
6. R. W. Boyle, C. K. Johnson and D. Dolphin, J. Chem. Soc., Chem. Commun., 1995, 527; D. P. Arnold, R. C. Bott, H. Eldridge, F. Elms, G. Smith and M. Zojaji, Aust. J. Chem., 1997, 50, 495.
7. J. Manna, C. J. Kuehl, J. A. Whiteford and P. J. Stang, Organometallics, 1997, 16, 1897; Y.-J. Kim, S.-W. Song, S.-C. Lee, S.-W. Lee, K. Osakada and T. Yamamoto, J. Chem. Soc., Dalton Trans., 1998, 1775.
8. Sanders co-workers reported a cyclic trimer comprised of organoplatinum porphyrins in which the platinum atom is linked to the porphyrin meso positions by meta-ethynylphenyl units rather than directly as in our compounds: L. G. Mackay, H. L. Anderson and J. K. M. Sanders, J. Chem. Soc., Perkin Trans. 1, 1995, 2269.