Redox-active metallocyclophanes: Electrochemistry of triangular and square arrays of metal-based redox centres

Polyhedron

Volumn 15, Issue 9, 1996, Pages 1553-1557

  McQuillan, Ferida S ^a   Jones, Christopher J ^a  

^a UNIVERSITY OF BIRMINGHAM   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001654592     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/0277-5387(95)00520-X     Document Type: Article

References (27)

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4. J. L. Atwood, J. E. D. Davies and D. D. MacNicol (Editors), Inclusion compounds. Vols 2 and 4, Oxford University Press, Oxford (1984), (1991); C. D. Gutsche, Calixarenes. Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart). Royal Society of Chemistry, London (1989); J. Vicens and V. Bohmer (Editors), Calixarenes a Versatile Class of Macrocyclic Compounds. Kluwer, Dordrecht, (1991); F. N. Diederich, Cyclophanes, Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart). Royal Society of Chemistry, London (1991); D. J. Cram and J. M. Cram, Container Molecules and Their Guests, Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart) Royal Society of Chemistry, London (1994).
5. J. L. Atwood, J. E. D. Davies and D. D. MacNicol (Editors), Inclusion compounds. Vols 2 and 4, Oxford University Press, Oxford (1984), (1991); C. D. Gutsche, Calixarenes. Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart). Royal Society of Chemistry, London (1989); J. Vicens and V. Bohmer (Editors), Calixarenes a Versatile Class of Macrocyclic Compounds. Kluwer, Dordrecht, (1991); F. N. Diederich, Cyclophanes, Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart). Royal Society of Chemistry, London (1991); D. J. Cram and J. M. Cram, Container Molecules and Their Guests, Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart) Royal Society of Chemistry, London (1994).
6. J. L. Atwood, J. E. D. Davies and D. D. MacNicol (Editors), Inclusion compounds. Vols 2 and 4, Oxford University Press, Oxford (1984), (1991); C. D. Gutsche, Calixarenes. Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart). Royal Society of Chemistry, London (1989); J. Vicens and V. Bohmer (Editors), Calixarenes a Versatile Class of Macrocyclic Compounds. Kluwer, Dordrecht, (1991); F. N. Diederich, Cyclophanes, Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart). Royal Society of Chemistry, London (1991); D. J. Cram and J. M. Cram, Container Molecules and Their Guests, Royal Society of Chemistry Monographs in Supramolocular Chemistry (Edited by J. F. Stoddart) Royal Society of Chemistry, London (1994).
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10. D. W. Stephan, Organometallics 1990, 9, 2718; M. Fujita, S. Nagao, M. Iida, K. Ogata and K. Ogura, J. Am. Chem. Soc. 1993, 115, 1574; S. Ruttimann, G. Bernardinalli and A. F. Williams, Angew. Chem., Int. Edn Eng. 1993, 32, 392; M. Fujita, J. Yazaki and K. Ogura, J. Am. Chem. Soc. 1990, 112, 5645; P. J. Stang and D. H. Cao, J. Am. Chem. Soc. 1994, 116, 4981.
11. D. W. Stephan, Organometallics 1990, 9, 2718; M. Fujita, S. Nagao, M. Iida, K. Ogata and K. Ogura, J. Am. Chem. Soc. 1993, 115, 1574; S. Ruttimann, G. Bernardinalli and A. F. Williams, Angew. Chem., Int. Edn Eng. 1993, 32, 392; M. Fujita, J. Yazaki and K. Ogura, J. Am. Chem. Soc. 1990, 112, 5645; P. J. Stang and D. H. Cao, J. Am. Chem. Soc. 1994, 116, 4981.
12. D. W. Stephan, Organometallics 1990, 9, 2718; M. Fujita, S. Nagao, M. Iida, K. Ogata and K. Ogura, J. Am. Chem. Soc. 1993, 115, 1574; S. Ruttimann, G. Bernardinalli and A. F. Williams, Angew. Chem., Int. Edn Eng. 1993, 32, 392; M. Fujita, J. Yazaki and K. Ogura, J. Am. Chem. Soc. 1990, 112, 5645; P. J. Stang and D. H. Cao, J. Am. Chem. Soc. 1994, 116, 4981.
13. D. W. Stephan, Organometallics 1990, 9, 2718; M. Fujita, S. Nagao, M. Iida, K. Ogata and K. Ogura, J. Am. Chem. Soc. 1993, 115, 1574; S. Ruttimann, G. Bernardinalli and A. F. Williams, Angew. Chem., Int. Edn Eng. 1993, 32, 392; M. Fujita, J. Yazaki and K. Ogura, J. Am. Chem. Soc. 1990, 112, 5645; P. J. Stang and D. H. Cao, J. Am. Chem. Soc. 1994, 116, 4981.
14. D. W. Stephan, Organometallics 1990, 9, 2718; M. Fujita, S. Nagao, M. Iida, K. Ogata and K. Ogura, J. Am. Chem. Soc. 1993, 115, 1574; S. Ruttimann, G. Bernardinalli and A. F. Williams, Angew. Chem., Int. Edn Eng. 1993, 32, 392; M. Fujita, J. Yazaki and K. Ogura, J. Am. Chem. Soc. 1990, 112, 5645; P. J. Stang and D. H. Cao, J. Am. Chem. Soc. 1994, 116, 4981.
15. Examples include: P. D. Beer, E. L. Tite and A. Ibbotson, J. Chem. Soc., Dalton Trans. 1991, 1691; P. D. Beer, A.D. Keefe, V. Bohmer, H. Goldman, W. Vogt, S. Lecocq and M. Perrin, J. Organomet. Chem. 1991, 421, 265; P. D. Beer, J. P. Martin and M. G. B. Drew, Tetrahedron 1992, 48, 9917; P. D. Beer, M. G. B. Drew, C. Hazlewood, D. Hesek, J. Hodacova and S. E. Stokes, J. Chem. Soc., Chem. Commun. 1993, 229; P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes and T. Wear, J. Chem. Soc., Chem. Commun. 1994, 1269; see also P. D. Beer, Adv. Inorg. Chem. 1992, 39, 79.
16. Examples include: P. D. Beer, E. L. Tite and A. Ibbotson, J. Chem. Soc., Dalton Trans. 1991, 1691; P. D. Beer, A.D. Keefe, V. Bohmer, H. Goldman, W. Vogt, S. Lecocq and M. Perrin, J. Organomet. Chem. 1991, 421, 265; P. D. Beer, J. P. Martin and M. G. B. Drew, Tetrahedron 1992, 48, 9917; P. D. Beer, M. G. B. Drew, C. Hazlewood, D. Hesek, J. Hodacova and S. E. Stokes, J. Chem. Soc., Chem. Commun. 1993, 229; P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes and T. Wear, J. Chem. Soc., Chem. Commun. 1994, 1269; see also P. D. Beer, Adv. Inorg. Chem. 1992, 39, 79.
17. Examples include: P. D. Beer, E. L. Tite and A. Ibbotson, J. Chem. Soc., Dalton Trans. 1991, 1691; P. D. Beer, A.D. Keefe, V. Bohmer, H. Goldman, W. Vogt, S. Lecocq and M. Perrin, J. Organomet. Chem. 1991, 421, 265; P. D. Beer, J. P. Martin and M. G. B. Drew, Tetrahedron 1992, 48, 9917; P. D. Beer, M. G. B. Drew, C. Hazlewood, D. Hesek, J. Hodacova and S. E. Stokes, J. Chem. Soc., Chem. Commun. 1993, 229; P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes and T. Wear, J. Chem. Soc., Chem. Commun. 1994, 1269; see also P. D. Beer, Adv. Inorg. Chem. 1992, 39, 79.
18. Examples include: P. D. Beer, E. L. Tite and A. Ibbotson, J. Chem. Soc., Dalton Trans. 1991, 1691; P. D. Beer, A.D. Keefe, V. Bohmer, H. Goldman, W. Vogt, S. Lecocq and M. Perrin, J. Organomet. Chem. 1991, 421, 265; P. D. Beer, J. P. Martin and M. G. B. Drew, Tetrahedron 1992, 48, 9917; P. D. Beer, M. G. B. Drew, C. Hazlewood, D. Hesek, J. Hodacova and S. E. Stokes, J. Chem. Soc., Chem. Commun. 1993, 229; P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes and T. Wear, J. Chem. Soc., Chem. Commun. 1994, 1269; see also P. D. Beer, Adv. Inorg. Chem. 1992, 39, 79.
19. Examples include: P. D. Beer, E. L. Tite and A. Ibbotson, J. Chem. Soc., Dalton Trans. 1991, 1691; P. D. Beer, A.D. Keefe, V. Bohmer, H. Goldman, W. Vogt, S. Lecocq and M. Perrin, J. Organomet. Chem. 1991, 421, 265; P. D. Beer, J. P. Martin and M. G. B. Drew, Tetrahedron 1992, 48, 9917; P. D. Beer, M. G. B. Drew, C. Hazlewood, D. Hesek, J. Hodacova and S. E. Stokes, J. Chem. Soc., Chem. Commun. 1993, 229; P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes and T. Wear, J. Chem. Soc., Chem. Commun. 1994, 1269; see also P. D. Beer, Adv. Inorg. Chem. 1992, 39, 79.
20. Examples include: P. D. Beer, E. L. Tite and A. Ibbotson, J. Chem. Soc., Dalton Trans. 1991, 1691; P. D. Beer, A.D. Keefe, V. Bohmer, H. Goldman, W. Vogt, S. Lecocq and M. Perrin, J. Organomet. Chem. 1991, 421, 265; P. D. Beer, J. P. Martin and M. G. B. Drew, Tetrahedron 1992, 48, 9917; P. D. Beer, M. G. B. Drew, C. Hazlewood, D. Hesek, J. Hodacova and S. E. Stokes, J. Chem. Soc., Chem. Commun. 1993, 229; P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes and T. Wear, J. Chem. Soc., Chem. Commun. 1994, 1269; see also P. D. Beer, Adv. Inorg. Chem. 1992, 39, 79.
21. C. J. Jones, S. L. W. McWhinnie, F. S. McQuillan and J. A. McCleverty, Molecular Electrochemistry of Inorganic, Bioinorganic and Organometallic Compounds (Edited by A. J. L. Pombiero and J. A. McCleverty), NATO ASI Series C, Vol. 385, p. 89. Kluwer Academic Publishers, Dordrecht (1993); F. S. McQuillan, C. J. Jones and J. A. McCleverty, Polyhedron 1995, 14, 3157.
22. C. J. Jones, S. L. W. McWhinnie, F. S. McQuillan and J. A. McCleverty, Molecular Electrochemistry of Inorganic, Bioinorganic and Organometallic Compounds (Edited by A. J. L. Pombiero and J. A. McCleverty), NATO ASI Series C, Vol. 385, p. 89. Kluwer Academic Publishers, Dordrecht (1993); F. S. McQuillan, C. J. Jones and J. A. McCleverty, Polyhedron 1995, 14, 3157.
23. S. M. Charsley, C. J. Jones, J. A. McCleverty, B. D. Neaves and S. J. Reynolds, J. Chem. Soc., Dalton Trans. 1988, 301.
24. 4O)} unit these should appear in the area ratio 1/2:1/2:1/2:1/2:1/2:1/4:1/4. The observed spectrum fits this model well. A similar analysis of the environments of the pyrazolyl methyl protons leads to the conclusion that there should be a total of 14 singlets, of which 10 should be of relative area 1 1/2 and four of relative area 3/4. In this case there is more extensive signal overlap so that only nine signals are resolved at 400 MHz. However, the integration pattern of these signals fits the predicted model well and provides further indication that the trimer formation is not sterocontrolled to any significant extent.
25. 4O)} unit. An analysis of the environments of the pyrazolyl-4-protons based on a statistical isomer distribution suggests that 14 singlets might be observed, but extensive signal overlap results in the observation of only four signals in the region 5.7-5.9 ppm. The pyrazolyl methyl protons similar appear as a complex group of overlapping signals in the region 1.9-2.4 ppm.
26. N. F. AlObaidi, M. Chaudhury, D. Clague, C. J. Jones, J. C. Pearson, J. A. McCleverty and S. S. Salam, J. Chem. Soc., Dalton Trans. 1987, 1733.
27. D. E. Richardson and H. Taube, Inorg. Chem. 1981, 20, 1278.