Stepwise Approach to Bimetalic Porphyrin Hosts: Spatially Enforced Coordination of Nickel (II) Porphyrin

Inorganic Chemistry

Volumn 36, Issue 26, 1997, Pages 6117-6126

  Vidal Ferran, Anton ^a   Bampos, Nick ^a   Sanders, Jeremy K M ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000090274     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic971235n     Document Type: Article

References (46)

1. Sanders, J. K. M. In Comprehensive Supramolecular Chemistry; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vögtle, F., Eds.; Elsevier: Amsterdam, 1996; Vol. 9, pp 131-164.
2. (a) Anderson, S.; Anderson, H. L.; Sanders, J. K. M. Acc. Chem. Res. 1993, 26, 469.
3. (b) Anderson, S.; Anderson, H. L.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. 1 1995, 2247.
4. Anderson, H. L.; Walter, C. J.; Vidal-Ferran, A.; Hay, R. A.; Lowden, P. A.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. 1 1995, 2275.
5. Mackay, L. G.; Anderson, H. L.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. 1 1995, 2269.
6. (a) Bonar-Law, R. P.; Mackay, L. G.; Walter, C. J.; Marvaud, V.; Sanders, J. K. M. Pure Appl. Chem. 1994, 66, 803.
7. (b) Walter, C. J.; Sanders, J. K. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 217.
8. Mackay, L. G.; Wylie, R. S.; Sanders, J. K. M. J. Am. Chem. Soc. 1994, 116, 3141.
9. Vidal-Ferran, A.; Clyde-Watson, Z.; Bampos, N.; Sanders, J. K. M. J. Org. Chem. 1997, 62, 240.
10. Marvaud, V.; Vidal-Ferran, A.; Webb, S. J.; Sanders, J. K. M. J. Chem. Soc., Dalton Trans. 1996, 985.
11. LaMar, G. N.; Walker, F. A. In The Porphyrins; Dolphin, D., Ed.; Academic Press: New York, 1979; Vol. IV, pp 129-130.
12. Walker, F. A.; Hui, E.; Walker, J. M. J. Am. Chem. Soc. 1975, 97, 2390.
13. Vidal-Ferran, A.; Müller, C. M.; Sanders, J. K. M. J. Chem. Soc., Chem. Commun. 1994, 2657; 1996, 1849.
14. Vidal-Ferran, A.; Müller, C. M.; Sanders, J. K. M. J. Chem. Soc., Chem. Commun. 1994, 2657; 1996, 1849.
15. (a) Young, R.; Chang, C. K. J. Am. Chem. Soc. 1985, 107, 898.
16. (b) Abdalmunhdi, I.; Chang, C. K. J. Org. Chem. 1985, 50, 411.
17. (c) Clezy, P. S.; Liepa, A. J. Aust. J. Chem. 1970, 23, 2443.
18. (d) Czurylowski, M. Ph.D. Thesis, University of Freiburg, Switzerland, 1987.
19. Anderson, H. L.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. I 1995, 2223.
20. For examples of other large structures prepared using Pd-coupling, see: (a) Prathapan, S.; Johnson, T. E.; Lindsey, J. J. Am. Chem. Soc. 1993, 115, 7519. (b) Zhou, Z.; Kahr, M.; Walker, K. L.; Wilkins, C. L.; Moore, J. S. J. Am. Chem. Soc. 1994, 116, 4537.
21. For examples of other large structures prepared using Pd-coupling, see: (a) Prathapan, S.; Johnson, T. E.; Lindsey, J. J. Am. Chem. Soc. 1993, 115, 7519. (b) Zhou, Z.; Kahr, M.; Walker, K. L.; Wilkins, C. L.; Moore, J. S. J. Am. Chem. Soc. 1994, 116, 4537.
22. Milgrom, L. R.; Dempsey, P. J. F.; Yahioglu, G. Tetrahedron 1996, 52, 9877.
23. Storm, C. B.; Corwin, A. H.; Arellano, R. R.; Martz, M.; Weintraub, R. J. Am. Chem. Soc. 1966, 88, 2525.
24. Kirksey, C. H.; Hambright, P.; Storm, C. B. Inorg. Chem. 1969, 8, 2141.
25. Caughey, W. S.; Fujimoto, W. Y.; Johnson, B. P. Biochemistry 1966, 5, 3830.
26. Miller, J. R.; Dorough, G. D. J. Am. Chem. Soc. 1952, 74, 3977.
27. McLees, B. D.; Caughey, W. S. Biochemistry 1968, 7, 642.
28. (a) Shulman, R. G.; Glarum, S. H.; Karplus, M. J. Mol. Biol. 1971, 57, 93.
29. (b) Bell, S. E.; Aakeröy, C. B.; Al-Obaidi, A. H. R.; Hegarty, J. N. M.; McGarvey, J. J.; Lefley, C. R.; Moore, J. R.; Hester, R. J. Chem. Soc., Faraday Trans. 1995, 91, 411.
30. La Mar, G. N.; Walker, F. A. J. Am. Chem. Soc. 1973, 95, 1782.
31. Kadish, K. M.; Franzen, M. M.; Han, B. C.; Araullo-McAdams, C.; Sazou, D. Inorg. Chem. 1992, 31, 4399.
32. McCallien, D. W. J.; Sanders, J. K. M. J. Am. Chem. Soc. 1995, 117, 6611.
33. Anderson, H. L.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. 1 1995, 2231.
34. (a) Anderson, H. L.; Hunter, C. A.; Meah, M. N.; Sanders, J. K. M. J. Am. Chem. Soc. 1990, 112, 5780.
35. (b) Anderson, H. L. Inorg. Chem. 1994, 33, 972.
36. Connors, K. A. Binding Constants; Wiley: Chichester, 1987; p 51.
37. -1 according to UV and NMR measurements (ref 24). This value is higher than the one measured in this work for the same binding process (see Table 1). This inconsistency in the empirical value from different experimentalists ultimately reflects the fact that such high empirical affinities must be regarded only as order of magnitude estimates (reproducible within experimental error). With such high binding constants, comparisons can only be made on a relative scale.
38. Other metals (Ru, Pd, Sn) and modified building blocks (dioxo- and nitroporphyrins) have been successfully incorporated into trimers using this route: Webb, S. J.; ClydeWatson, Z.; Hawley, J. C.; Darling, S. L. To be published.
39. Keller, R. N.; Wycoff, H. D. In Inorganic Syntheses, Vol. II; Fernelius, W. C., Ed.; McGraw-Hill Book Co., Inc.: New York, 1946; p 1.
40. Austin, W. B.; Bilow, N.; Kellegham, W. J.; Lau, K. S. Y. J. Org. Chem. 1981, 46, 2280.
41. Barker, I. R. L.; Waters, W. A. J. Chem. Soc. 1952, 150.
42. (a) Kröhnke, F. Synthesis 1976, 1.
43. (b) Awartani, R.; Sakizadeh, K.; Gabrielsen, B. J. Chem. Educ. 1986, 63, 172.
44. (a) Biedermann, H.; Wichmann, K. Z. Naturforsch., B 1986, 29, 360.
45. (b) Anderson, H. L.; Anderson, S.; Sanders, J. K. M. J. Chem. Soc., Perkin Trans. 1 1995, 2231.
46. Press, W. H.; Flannery, B. P.; Tenkolsky, S. A.; Vetterling, W. T. Numerical Recipes in Pascal; Cambridge University Press: Cambridge, 1989; pp 547-571.