Ru(II)-centred porphyrin pentamers as coordination building blocks for large porphyrin arrays

Chemical Communications

Volumn , Issue 12, 1999, Pages 1085-1086

  Mak, Chi Ching ^a   Bampos, Nick ^a   Sanders, Jeremy K M ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

COORDINATION COMPOUND; PORPHYRIN DERIVATIVE; RUTHENIUM DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; COVALENT BOND; LIGAND BINDING; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033591715     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a900517j     Document Type: Article

References (20)

1. For recent reviews of porphyrin arrays, see: C.-T. Chen, in Comprehensive Supramolecular Chemistry: Coordination Polymers, ed. J. L. Atwood, J. E. D. Davies, D. D. Macnicol and F. Vögtle, Pergamon Press, New York, 1996, vol. 5, no. 4, pp. 91; J. K. M. Sanders, in Comprehensive Supramolecular Chemistry: Templated Chemistry of Porphyrin Oligomers, ed. J. L. Atwood, J. E. D. Davies, D. D. Macnicol and F. Vögtle, Pergamon Press, New York, 1996, vol. 9, no. 4, pp. 131; M. D. Ward, Chem. Soc. Rev., 1997, 26, 365.
2. For recent reviews of porphyrin arrays, see: C.-T. Chen, in Comprehensive Supramolecular Chemistry: Coordination Polymers, ed. J. L. Atwood, J. E. D. Davies, D. D. Macnicol and F. Vögtle, Pergamon Press, New York, 1996, vol. 5, no. 4, pp. 91; J. K. M. Sanders, in Comprehensive Supramolecular Chemistry: Templated Chemistry of Porphyrin Oligomers, ed. J. L. Atwood, J. E. D. Davies, D. D. Macnicol and F. Vögtle, Pergamon Press, New York, 1996, vol. 9, no. 4, pp. 131; M. D. Ward, Chem. Soc. Rev., 1997, 26, 365.
3. For recent reviews of porphyrin arrays, see: C.-T. Chen, in Comprehensive Supramolecular Chemistry: Coordination Polymers, ed. J. L. Atwood, J. E. D. Davies, D. D. Macnicol and F. Vögtle, Pergamon Press, New York, 1996, vol. 5, no. 4, pp. 91; J. K. M. Sanders, in Comprehensive Supramolecular Chemistry: Templated Chemistry of Porphyrin Oligomers, ed. J. L. Atwood, J. E. D. Davies, D. D. Macnicol and F. Vögtle, Pergamon Press, New York, 1996, vol. 9, no. 4, pp. 131; M. D. Ward, Chem. Soc. Rev., 1997, 26, 365.
4. For Ru-porphyrin monomers used as a building block towards porphyrin arrays, see: H. L. Anderson, C. A. Hunter and J. K. M. Sanders, J. Chem. Soc., Chem. Commun., 1989, 226; K. Funatsu, A. Kimura, T. Imamura and Y. Sasaki, Chem. Lett., 1995, 765; E. Alessio, M. Macchi, S. Heath and L. G. Marzilli, Chem. Commun., 1996, 1411; K. Funatsu, T. Imamura, A. Ichimura and Y. Sasaki, Inorg. Chem., 1998, 37, 1798; W. T. S. Huck, A. Rohrer, A. T. Anilkumar, R. H. Fokkens, N. M. M. Nibbering, F. C. J. M. van Veggel and D. N. Reiahoudt, New. J. Chem., 1998, 22, 165.
5. For Ru-porphyrin monomers used as a building block towards porphyrin arrays, see: H. L. Anderson, C. A. Hunter and J. K. M. Sanders, J. Chem. Soc., Chem. Commun., 1989, 226; K. Funatsu, A. Kimura, T. Imamura and Y. Sasaki, Chem. Lett., 1995, 765; E. Alessio, M. Macchi, S. Heath and L. G. Marzilli, Chem. Commun., 1996, 1411; K. Funatsu, T. Imamura, A. Ichimura and Y. Sasaki, Inorg. Chem., 1998, 37, 1798; W. T. S. Huck, A. Rohrer, A. T. Anilkumar, R. H. Fokkens, N. M. M. Nibbering, F. C. J. M. van Veggel and D. N. Reiahoudt, New. J. Chem., 1998, 22, 165.
6. For Ru-porphyrin monomers used as a building block towards porphyrin arrays, see: H. L. Anderson, C. A. Hunter and J. K. M. Sanders, J. Chem. Soc., Chem. Commun., 1989, 226; K. Funatsu, A. Kimura, T. Imamura and Y. Sasaki, Chem. Lett., 1995, 765; E. Alessio, M. Macchi, S. Heath and L. G. Marzilli, Chem. Commun., 1996, 1411; K. Funatsu, T. Imamura, A. Ichimura and Y. Sasaki, Inorg. Chem., 1998, 37, 1798; W. T. S. Huck, A. Rohrer, A. T. Anilkumar, R. H. Fokkens, N. M. M. Nibbering, F. C. J. M. van Veggel and D. N. Reiahoudt, New. J. Chem., 1998, 22, 165.
7. For Ru-porphyrin monomers used as a building block towards porphyrin arrays, see: H. L. Anderson, C. A. Hunter and J. K. M. Sanders, J. Chem. Soc., Chem. Commun., 1989, 226; K. Funatsu, A. Kimura, T. Imamura and Y. Sasaki, Chem. Lett., 1995, 765; E. Alessio, M. Macchi, S. Heath and L. G. Marzilli, Chem. Commun., 1996, 1411; K. Funatsu, T. Imamura, A. Ichimura and Y. Sasaki, Inorg. Chem., 1998, 37, 1798; W. T. S. Huck, A. Rohrer, A. T. Anilkumar, R. H. Fokkens, N. M. M. Nibbering, F. C. J. M. van Veggel and D. N. Reiahoudt, New. J. Chem., 1998, 22, 165.
8. For Ru-porphyrin monomers used as a building block towards porphyrin arrays, see: H. L. Anderson, C. A. Hunter and J. K. M. Sanders, J. Chem. Soc., Chem. Commun., 1989, 226; K. Funatsu, A. Kimura, T. Imamura and Y. Sasaki, Chem. Lett., 1995, 765; E. Alessio, M. Macchi, S. Heath and L. G. Marzilli, Chem. Commun., 1996, 1411; K. Funatsu, T. Imamura, A. Ichimura and Y. Sasaki, Inorg. Chem., 1998, 37, 1798; W. T. S. Huck, A. Rohrer, A. T. Anilkumar, R. H. Fokkens, N. M. M. Nibbering, F. C. J. M. van Veggel and D. N. Reiahoudt, New. J. Chem., 1998, 22, 165.
9. (a) C. C. Mak, N. Bampos and J. K. M. Sanders, Angew. Chem., Int. Ed., 1998, 37, 3020;
10. (b) C. C. Mak, D. Pomeranc, M. Montalti, L. Prodi and J. K. M. Sanders, Chem. Commun., 1999 (preceding communication).
11. S. L. Darling, C. C. Mak, N. Bampos, N. Feeder, S. J. Teat and J. K. M. Sanders, New. J. Chem., 1999, 23, 359.
12. O. Mitsunobu, Synthesis, 1981, 1; D. L. Hughes, Org. React., 1992, 42, 335.
13. O. Mitsunobu, Synthesis, 1981, 1; D. L. Hughes, Org. React., 1992, 42, 335.
14. 1 was prepared on a gram scale by mixed condensation of 4-tert-butyl-and 4-hydroxymethyl-benzaldehydes with the appropriate pyrromethane followed by metallation. For related syntheses see: A. Vidal-Ferran, N. Bampos and J. K. M. Sanders, Inorg. Chem., 1997, 36, 6117;
15. Z. Clyde-Watson, A. Vidal-Ferran, L. J. Twyman, C. J. Walter, D. W. J. McCallien, S. Fanni, N. Bampos, R. S. Wylie and J. K. M. Sanders, New. J. Chem., 1998, 22, 493.
16. M. Barley, J. Y. Becker, G. Domazetis, D. Dolphin and B. R. James, Can. J. Chem., 1983, 61, 2389.
17. M. Frauenkron, A. Berkessel and J. H. Gross, Eur. Mass. Spectrom., 1997, 3, 427.
18. In MALDI TOF spectra, RU(II) CO porphyrins generally give, in addition to an (M - CO) ion, peaks corresponding to the dimer [2M -2CO]: C. C. Mak and J. K. M. Sanders, to be submitted.
19. 5 was prepared from 4-hydroxymethylbenzaldehyde in an analogous procedure to that reported previously: V. Marvaud, A. Vidal-Ferran, S. J. Webb and J. K. M. Sanders, J. Chem. Soc., Dalton Trans., 1997, 985.
20. 3a