Copper(I) Complexes of Mono- and Bis-ferrocenyl-vinyl 2,2′-Bipyridine-Ligands: Synthesis and Electrochemical Properties

Advanced Synthesis and Catalysis

Volumn 338, Issue 6, 1996, Pages 549-552

  König, Burkhard ^a   Möller, Oliver ^a   Zieg, Harald ^a  

^a TECHNICAL UNIVERSITY OF BRAUNSCHWEIG   (Germany)

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EID: 2742546855     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (28)

1. Examples of biological redox systems: B. C. Finzel, T. L. Poulos, J. Kraut, J. Biol. Chem. 259 (1984) 13027; W. Kaim, B. Schwederski, Bioanorganische Chemie, Teubner, Stuttgart 1991; for a bimetallic catalyst see: M. E. Broussard, B. Juma, S. G. Train, W.-J. Peng, S. A. Laneman, G. G. Stanley, Science 260 (1993) 1784
2. Examples of biological redox systems: B. C. Finzel, T. L. Poulos, J. Kraut, J. Biol. Chem. 259 (1984) 13027; W. Kaim, B. Schwederski, Bioanorganische Chemie, Teubner, Stuttgart 1991; for a bimetallic catalyst see: M. E. Broussard, B. Juma, S. G. Train, W.-J. Peng, S. A. Laneman, G. G. Stanley, Science 260 (1993) 1784
3. Examples of biological redox systems: B. C. Finzel, T. L. Poulos, J. Kraut, J. Biol. Chem. 259 (1984) 13027; W. Kaim, B. Schwederski, Bioanorganische Chemie, Teubner, Stuttgart 1991; for a bimetallic catalyst see: M. E. Broussard, B. Juma, S. G. Train, W.-J. Peng, S. A. Laneman, G. G. Stanley, Science 260 (1993) 1784
4. B. E. Bowler, A. L. Raphael, H. B. Gray, Prog. Inorg. Chem. 38 (1990) 259; G. McLendon, Acc. Chem. Res. 21 (1988) 160; (c) G. L. Closs, R. J. Miller, Science 240 (1988) 440
5. B. E. Bowler, A. L. Raphael, H. B. Gray, Prog. Inorg. Chem. 38 (1990) 259; G. McLendon, Acc. Chem. Res. 21 (1988) 160; (c) G. L. Closs, R. J. Miller, Science 240 (1988) 440
6. B. E. Bowler, A. L. Raphael, H. B. Gray, Prog. Inorg. Chem. 38 (1990) 259; G. McLendon, Acc. Chem. Res. 21 (1988) 160; (c) G. L. Closs, R. J. Miller, Science 240 (1988) 440
7. P. D. Beer, Ch. G. Crane, M. G. B. Drew, J. Chem. Soc., Chem. Commun. 1991, 3235; H. Dürr, S. Bossmann, H. Kilburg, H. P. Trierweiler, R. Schwarz, in H.-J. Schneider, H. Dürr (eds.), Frontiers in Supramolecular Organic Chemistry and Photochemistry, VCH, Weinheim 1991, p. 453
8. P. D. Beer, Ch. G. Crane, M. G. B. Drew, J. Chem. Soc., Chem. Commun. 1991, 3235; H. Dürr, S. Bossmann, H. Kilburg, H. P. Trierweiler, R. Schwarz, in H.-J. Schneider, H. Dürr (eds.), Frontiers in Supramolecular Organic Chemistry and Photochemistry, VCH, Weinheim 1991, p. 453
9. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
10. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
11. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
12. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
13. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
14. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
15. A. M. DeBlass, G. DeSantis, L. Fabbrizzi, M. Licchelli, P. Pallavicini, A. Poggi, in V. Balzani and L. DeCola (eds.), Supramolecular Chemistry, Kluwer Academic Publishers, London 1992, p. 87; J. C. Medina, I. Gay, Z. Chen, L. Echegoyen, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 365; J. C. Medina, C. Li, S. G. Bott, J. L. Atwood, G. W. Gokel J. Am. Chem. Soc. 113 (1991) 366; for the chemistry of related substituted ferrocenes see: H. Plenio, Organometallics 11 (1992) 1856; U. Siemeling, P. Jutzi, Chem. Ber. 125 (1992) 31; I. R. Butler, J.-L. Roustan, Can. J. Chem. 68 (1990) 2212; I. R. Butler, Organometallics 11 (1992) 74
16. For the synthesis of the isomeric 4,4′-bis-ferrocenyl-vinyl-2,2′-bipyridyl ligands see: P. D. Beer, O. Kocian, J. Chem. Soc., Dalton Trans. 1990, 3283
17. For recent examples of other Cu(I)-bis-2,2′-bipyridine or terpyridine complexes see: J. Sykora, E. Brandshteterova, A. Jabconova, Bull. Soc. Chim. Belg. 101 (1992) 821; J.-M. Lehn, Pure Appl. Chem. 66 (1994) 1961; L. Zellkovich, J. Libman, A. Shanzer, Nature 374 (1995) 790; F. Diederich, Ch. Dietrich-Buchecker, J.-F. Nierengarten, J.-P. Sauvage, J. Chem. Soc., Chem. Commun. 1995, 781; H. Sleiman, P. Baxter, J.-M. Lehn, K. Rissanen, J. Chem. Soc., Chem. Commun. 1995, 715; in polymers: C. D. Eisenbach, A. Göldel, M. Terskan-Reinhold, U. S. Schubert, Macromol. Chem. Phys. 196 (1995) 1077
18. For recent examples of other Cu(I)-bis-2,2′-bipyridine or terpyridine complexes see: J. Sykora, E. Brandshteterova, A. Jabconova, Bull. Soc. Chim. Belg. 101 (1992) 821; J.-M. Lehn, Pure Appl. Chem. 66 (1994) 1961; L. Zellkovich, J. Libman, A. Shanzer, Nature 374 (1995) 790; F. Diederich, Ch. Dietrich-Buchecker, J.-F. Nierengarten, J.-P. Sauvage, J. Chem. Soc., Chem. Commun. 1995, 781; H. Sleiman, P. Baxter, J.-M. Lehn, K. Rissanen, J. Chem. Soc., Chem. Commun. 1995, 715; in polymers: C. D. Eisenbach, A. Göldel, M. Terskan-Reinhold, U. S. Schubert, Macromol. Chem. Phys. 196 (1995) 1077
19. For recent examples of other Cu(I)-bis-2,2′-bipyridine or terpyridine complexes see: J. Sykora, E. Brandshteterova, A. Jabconova, Bull. Soc. Chim. Belg. 101 (1992) 821; J.-M. Lehn, Pure Appl. Chem. 66 (1994) 1961; L. Zellkovich, J. Libman, A. Shanzer, Nature 374 (1995) 790; F. Diederich, Ch. Dietrich-Buchecker, J.-F. Nierengarten, J.-P. Sauvage, J. Chem. Soc., Chem. Commun. 1995, 781; H. Sleiman, P. Baxter, J.-M. Lehn, K. Rissanen, J. Chem. Soc., Chem. Commun. 1995, 715; in polymers: C. D. Eisenbach, A. Göldel, M. Terskan-Reinhold, U. S. Schubert, Macromol. Chem. Phys. 196 (1995) 1077
20. For recent examples of other Cu(I)-bis-2,2′-bipyridine or terpyridine complexes see: J. Sykora, E. Brandshteterova, A. Jabconova, Bull. Soc. Chim. Belg. 101 (1992) 821; J.-M. Lehn, Pure Appl. Chem. 66 (1994) 1961; L. Zellkovich, J. Libman, A. Shanzer, Nature 374 (1995) 790; F. Diederich, Ch. Dietrich-Buchecker, J.-F. Nierengarten, J.-P. Sauvage, J. Chem. Soc., Chem. Commun. 1995, 781; H. Sleiman, P. Baxter, J.-M. Lehn, K. Rissanen, J. Chem. Soc., Chem. Commun. 1995, 715; in polymers: C. D. Eisenbach, A. Göldel, M. Terskan-Reinhold, U. S. Schubert, Macromol. Chem. Phys. 196 (1995) 1077
21. For recent examples of other Cu(I)-bis-2,2′-bipyridine or terpyridine complexes see: J. Sykora, E. Brandshteterova, A. Jabconova, Bull. Soc. Chim. Belg. 101 (1992) 821; J.-M. Lehn, Pure Appl. Chem. 66 (1994) 1961; L. Zellkovich, J. Libman, A. Shanzer, Nature 374 (1995) 790; F. Diederich, Ch. Dietrich-Buchecker, J.-F. Nierengarten, J.-P. Sauvage, J. Chem. Soc., Chem. Commun. 1995, 781; H. Sleiman, P. Baxter, J.-M. Lehn, K. Rissanen, J. Chem. Soc., Chem. Commun. 1995, 715; in polymers: C. D. Eisenbach, A. Göldel, M. Terskan-Reinhold, U. S. Schubert, Macromol. Chem. Phys. 196 (1995) 1077
22. For recent examples of other Cu(I)-bis-2,2′-bipyridine or terpyridine complexes see: J. Sykora, E. Brandshteterova, A. Jabconova, Bull. Soc. Chim. Belg. 101 (1992) 821; J.-M. Lehn, Pure Appl. Chem. 66 (1994) 1961; L. Zellkovich, J. Libman, A. Shanzer, Nature 374 (1995) 790; F. Diederich, Ch. Dietrich-Buchecker, J.-F. Nierengarten, J.-P. Sauvage, J. Chem. Soc., Chem. Commun. 1995, 781; H. Sleiman, P. Baxter, J.-M. Lehn, K. Rissanen, J. Chem. Soc., Chem. Commun. 1995, 715; in polymers: C. D. Eisenbach, A. Göldel, M. Terskan-Reinhold, U. S. Schubert, Macromol. Chem. Phys. 196 (1995) 1077
23. The appearance of the copper bipyridine absorption (430-530 nm) is observed; B. R. James, M. Parris, R. J. P. Williams, J. Chem. Soc. 1961, 4630; R. T. Pflaum, W. W. Brandt, J. Am. Chem. Soc. 77 (1955) 2019
24. The appearance of the copper bipyridine absorption (430-530 nm) is observed; B. R. James, M. Parris, R. J. P. Williams, J. Chem. Soc. 1961, 4630; R. T. Pflaum, W. W. Brandt, J. Am. Chem. Soc. 77 (1955) 2019
25. 3CN is not sufficient for electrochemical measurements, similiar to Beer's 4,4′-isomer, see ref. [5]; The electrochemical properties of 6 have been previously investigated by Beer, ref. [5]
26. 3CN is not sufficient for electrochemical measurements, similiar to Beer's 4,4′-isomer, see ref. [5]; The electrochemical properties of 6 have been previously investigated by Beer, ref. [5]
27. 3CN is not sufficient for electrochemical measurements, similiar to Beer's 4,4′-isomer, see ref. [5]; The electrochemical properties of 6 have been previously investigated by Beer, ref. [5]
28. F. C. Anson, Anal. Chem. 38 (1966) 54