Rotational isomers-in stacked macrocycles: Synthesis and spectroscopic properties of peripherally, substituted (μ-oxo)bis(phthalocyaninatosilicon) compounds

Journal of the American Chemical Society

Volumn 119, Issue 44, 1997, Pages 10684-10695

  Kleinwächter, Jörg ^a   Hanack, Michael ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

MACROCYCLIC COMPOUND; SILICON DERIVATIVE;

ABSORPTION SPECTROSCOPY; ARTICLE; ISOMER; SYNTHESIS;

EID: 0030813243     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962663f     Document Type: Article

References (33)

1. Joyner, R. D.; Kenney, M. E. Inorg. Chem. 1962, 1, 717-718.
2. Joyner, R. D.; Kenney, M. E. J. Am. Chem. Soc. 1960, 82, 5790-5796.
3. Esposito, J. N.; Sutton, L. E.; Kenney, M. E. Inorg. Chem. 1967, 6, 1116-1120.
4. Dirk, C. W.; Inabe, T.; Schoch, T. F., Jr.; Marks, T. J. J. Am. Chem. Soc. 1983, 105, 1539-1550.
5. Linsky, J. P.; Paul, T. R.; Nohr, R. S.; Kenney, M. E. Inorg. Chem. 1980, 19, 3131-3135.
6. Nohr, R. S.; Wynne, K. J. J. Chem. Soc., Chem. Commun. 1981, 1210-1211.
7. Schultz, H.; Lehmann, H.; Rein, M.; Hanack, M. Structure and Bonding 74; Springer: Heidelberg, 1991; p 41.
8. Marks, T. J. Science 1985, 227, 881-889 and references therein.
9. Whangbo, M.-H.; Stewart, K. R. Isr. J. Chem. 1983, 23, 133-138.
10. Kroenke, W. J.; Sutton, L. E.; Joyner, R. D.; Kenney, M. E. Inorg. Chem. 1963, 2, 1064-1065.
11. For a related class of polymers, -M-L-M-, where M = transition metal and L = bidendate conjugated ligand, such as, e.g., pyrazine, tetrazine, see: Hanack, M.; Lang, M. Adv. Mater. 1994, 6, 819. There is evidence that the conduction process in this class of compounds occurs along the -M-L-M- backbone rather than through the macrocycles.
12. Canadell, E.; Alvarez, S. Inorg. Chem. 1984, 23, 573-579.
13. Pietro, W. J.; Marks, T. J.; Ratner, M. A. J. Am. Chem. Soc. 1985, 107, 5387-5391.
14. Anderson, A. B.; Gordon, T. L.; Kenney, M. E. J. Am. Chem. Soc. 1985, 107, 192-195.
15. Metz, J.; Pawlowski, G.; Hanack, M. Z. Naturforsch. 1983, 38B, 378-382.
16. (a) Sauer, T.; Wegner, G. Mol. Cryst. Liq. Cryst. 1988, 162B, 97-118.
17. (b) Caseri, W.; Sauer, T.; Wegner, G. Makromol. Chem., Rapid. Commun. 1988, 9, 651-657.
18. (a) Sirlin, C.; Bosio, L.; Simon, J. J. Chem. Soc., Chem. Commun. 1987, 379-380;
19. (b) 1988, 236-237.
20. van der Pol, J. F.; Zwicker, J. W.; Warmann, J. M.; de Haas, M. P. Recl. Trav. Chim. Pays-Bas 1990, 109, 208-215.
21. Schramm, C. S.; Scaringe, R. P.; Stojacovic, D. R.; Hofffman, B. J.; Ibers, J. A.; Marks, T. J. J. Am. Chem. Soc. 1980, 102, 6702-6713.
22. Ciliberto, E.; Doris, K. A.; Pietro, P. J.; Reisner, G. M.; Ellis, D. E.; Fragala, I.; Herbstein, F. H.; Ratner, M. A.; Marks, T. J. J. Am. Chem. Soc. 1984, 106, 7748-7761.
23. 2 reveals a staggering angle of 15.9° between adjacent macrocycles: Swift, D. R. Ph.D. Thesis, Case Western Reverse University, Cleveland, OH, 1970.
24. Wheeler, B. L.; Nagasubramanian, G.; Bard, A. J.; Schechtman, L. A.; Dininny, D. R.; Kenney, E. J. Am. Chem. Soc. 1984, 106, 7404-7410.
25. DeWulf, D. W.; Leland, J. K.; Wheeler, B. L.; Bard, A. J.; Batzel, D. A.; Dininny, D. R.; Kenney, M. E. Inorg. Chem. 1987, 26, 266-270.
26. Mezza, T. M.; Armstrong, N. R.; Ritter, G. W.; Iafalice, J. P.; Kenney, M. E. J. Electroanal. Chem. 1982, 137, 227-237.
27. Kane, A. R.; Sullivan, J. F.; Kenney, D. H.; Kenney, M. E. Inorg. Chem. 1970, 9, 1445-1448.
28. Hush, N. S.; Woolsey, I. S. Mol. Phys. 1971, 27, 465-474.
29. Hush, N. S.; Cheung, A. S. Chem. Phys. Lett. 1977, 47, 1-4.
30. Pietro, W. J.; Ellis, D. E.; Marks, T. J.; Ratner, M. A. Mol. Cryst. Liq. Cryst. 1984, 105, 273-287.
31. Ishikawa, N.; Ohno, O.; Kaizu, Y.; Kobayashi, H. J. Phys. Chem. 1992, 96, 8832-8839.
32. (a) Janson, T. R.; Kane, A. R.; Sullivan, J. F.; Knox, K.; Kenney, M. E. J. Am. Chem. Soc. 1969, 91, 5210-5214.
33. (b) Keppeler, U.; Kobel, W.; Siehl, H.-U.; Hanack, M. Chem. Ber. 1985, 118, 2095.