Organometallic sandwich chains made of conjugated polyenes and metal- metal chains [18]

Journal of the American Chemical Society

Volumn 121, Issue 45, 1999, Pages 10660-10661

  Murahashi, Tetsuro ^a   Mochizuki, Eiko ^a   Kai, Yasushi ^a   Kurosawa, Hideo ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ORGANOMETALLIC COMPOUND; POLYENE;

CHEMICAL BOND; CHEMICAL STRUCTURE; LETTER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS; THERMOSTABILITY;

EID: 0033579180     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992387f     Document Type: Letter

References (29)

1. (1)(a) Ginsburg, E. J.; Gorman, C. B.; Grubbs, R. H. In Modem Acetylene Chemistry; Stang P. J., Diederich, F., Eds.; VCH: New York, 1995; p 353.
2. (b) Stotheim, T. A. Handbook of Conducting Polymers; M. Dekker: New York, 1986; Vols. 1 and 2.
3. For the metal-metal bond chain, see: (a) Miller, J. S. Extended Linear Chain Compounds; Plenum: New York, 1982; Vols. 1-3. For recent advances, see: (b) Finnis, G. M.; Canadell, E.; Campana, C.; Dunbar, K. R. Angew. Chem., Int. Ed. Engl. 1996, 35, 2772. (c) Palmans, R.; MacQueen, D. B.; Pierpont, C. G.; Frank, A. J. J. Am. Chem. Soc. 1996, 118, 12647. (d) Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M. Angew. Chem., Int. Ed. Engl. 1997, 36, 56. (e) Cotton, F. A.; Daniels, L. M.; Jordan, G. T.; Murillo, C. A. J. Am. Chem. Soc. 1997, 119, 10377. (f) Cotton, F. A.; Daniels, L. M.; Murillo, C. A.; Wang, X. J. Chem. Soc., Chem. Commun. 1998, 39.
4. For the metal-metal bond chain, see: (a) Miller, J. S. Extended Linear Chain Compounds; Plenum: New York, 1982; Vols. 1-3. For recent advances, see: (b) Finnis, G. M.; Canadell, E.; Campana, C.; Dunbar, K. R. Angew. Chem., Int. Ed. Engl. 1996, 35, 2772. (c) Palmans, R.; MacQueen, D. B.; Pierpont, C. G.; Frank, A. J. J. Am. Chem. Soc. 1996, 118, 12647. (d) Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M. Angew. Chem., Int. Ed. Engl. 1997, 36, 56. (e) Cotton, F. A.; Daniels, L. M.; Jordan, G. T.; Murillo, C. A. J. Am. Chem. Soc. 1997, 119, 10377. (f) Cotton, F. A.; Daniels, L. M.; Murillo, C. A.; Wang, X. J. Chem. Soc., Chem. Commun. 1998, 39.
5. For the metal-metal bond chain, see: (a) Miller, J. S. Extended Linear Chain Compounds; Plenum: New York, 1982; Vols. 1-3. For recent advances, see: (b) Finnis, G. M.; Canadell, E.; Campana, C.; Dunbar, K. R. Angew. Chem., Int. Ed. Engl. 1996, 35, 2772. (c) Palmans, R.; MacQueen, D. B.; Pierpont, C. G.; Frank, A. J. J. Am. Chem. Soc. 1996, 118, 12647. (d) Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M. Angew. Chem., Int. Ed. Engl. 1997, 36, 56. (e) Cotton, F. A.; Daniels, L. M.; Jordan, G. T.; Murillo, C. A. J. Am. Chem. Soc. 1997, 119, 10377. (f) Cotton, F. A.; Daniels, L. M.; Murillo, C. A.; Wang, X. J. Chem. Soc., Chem. Commun. 1998, 39.
6. For the metal-metal bond chain, see: (a) Miller, J. S. Extended Linear Chain Compounds; Plenum: New York, 1982; Vols. 1-3. For recent advances, see: (b) Finnis, G. M.; Canadell, E.; Campana, C.; Dunbar, K. R. Angew. Chem., Int. Ed. Engl. 1996, 35, 2772. (c) Palmans, R.; MacQueen, D. B.; Pierpont, C. G.; Frank, A. J. J. Am. Chem. Soc. 1996, 118, 12647. (d) Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M. Angew. Chem., Int. Ed. Engl. 1997, 36, 56. (e) Cotton, F. A.; Daniels, L. M.; Jordan, G. T.; Murillo, C. A. J. Am. Chem. Soc. 1997, 119, 10377. (f) Cotton, F. A.; Daniels, L. M.; Murillo, C. A.; Wang, X. J. Chem. Soc., Chem. Commun. 1998, 39.
7. For the metal-metal bond chain, see: (a) Miller, J. S. Extended Linear Chain Compounds; Plenum: New York, 1982; Vols. 1-3. For recent advances, see: (b) Finnis, G. M.; Canadell, E.; Campana, C.; Dunbar, K. R. Angew. Chem., Int. Ed. Engl. 1996, 35, 2772. (c) Palmans, R.; MacQueen, D. B.; Pierpont, C. G.; Frank, A. J. J. Am. Chem. Soc. 1996, 118, 12647. (d) Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M. Angew. Chem., Int. Ed. Engl. 1997, 36, 56. (e) Cotton, F. A.; Daniels, L. M.; Jordan, G. T.; Murillo, C. A. J. Am. Chem. Soc. 1997, 119, 10377. (f) Cotton, F. A.; Daniels, L. M.; Murillo, C. A.; Wang, X. J. Chem. Soc., Chem. Commun. 1998, 39.
8. For the metal-metal bond chain, see: (a) Miller, J. S. Extended Linear Chain Compounds; Plenum: New York, 1982; Vols. 1-3. For recent advances, see: (b) Finnis, G. M.; Canadell, E.; Campana, C.; Dunbar, K. R. Angew. Chem., Int. Ed. Engl. 1996, 35, 2772. (c) Palmans, R.; MacQueen, D. B.; Pierpont, C. G.; Frank, A. J. J. Am. Chem. Soc. 1996, 118, 12647. (d) Shieh, S.-J.; Chou, C.-C.; Lee, G.-H.; Wang, C.-C.; Peng, S.-M. Angew. Chem., Int. Ed. Engl. 1997, 36, 56. (e) Cotton, F. A.; Daniels, L. M.; Jordan, G. T.; Murillo, C. A. J. Am. Chem. Soc. 1997, 119, 10377. (f) Cotton, F. A.; Daniels, L. M.; Murillo, C. A.; Wang, X. J. Chem. Soc., Chem. Commun. 1998, 39.
9. A few π-coordinated acyclic polyene-transition metal complexes have been reported: (a) Whitlock, H. W.; Reich, C.; Woessner, W. D., J. Am. Chem. Soc. 1971, 93, 2483. (b) Wadepohl, H.; Büchner, K.; Pritzkow, H. Organometallics 1989, 8, 2745. (c) Adams, R. D.; Wu, W. Organometallics 1993, 12, 1243. (d) Mashima, K.; Fukumoto, H.; Tani, K.; Haga, M.; Nakamura, A. Organometallics 1998, 17, 410.
10. A few π-coordinated acyclic polyene-transition metal complexes have been reported: (a) Whitlock, H. W.; Reich, C.; Woessner, W. D., J. Am. Chem. Soc. 1971, 93, 2483. (b) Wadepohl, H.; Büchner, K.; Pritzkow, H. Organometallics 1989, 8, 2745. (c) Adams, R. D.; Wu, W. Organometallics 1993, 12, 1243. (d) Mashima, K.; Fukumoto, H.; Tani, K.; Haga, M.; Nakamura, A. Organometallics 1998, 17, 410.
11. A few π-coordinated acyclic polyene-transition metal complexes have been reported: (a) Whitlock, H. W.; Reich, C.; Woessner, W. D., J. Am. Chem. Soc. 1971, 93, 2483. (b) Wadepohl, H.; Büchner, K.; Pritzkow, H. Organometallics 1989, 8, 2745. (c) Adams, R. D.; Wu, W. Organometallics 1993, 12, 1243. (d) Mashima, K.; Fukumoto, H.; Tani, K.; Haga, M.; Nakamura, A. Organometallics 1998, 17, 410.
12. A few π-coordinated acyclic polyene-transition metal complexes have been reported: (a) Whitlock, H. W.; Reich, C.; Woessner, W. D., J. Am. Chem. Soc. 1971, 93, 2483. (b) Wadepohl, H.; Büchner, K.; Pritzkow, H. Organometallics 1989, 8, 2745. (c) Adams, R. D.; Wu, W. Organometallics 1993, 12, 1243. (d) Mashima, K.; Fukumoto, H.; Tani, K.; Haga, M.; Nakamura, A. Organometallics 1998, 17, 410.
13. For a recent review for metal-containing organic pπ-systems, see: Kingsborough, R. P.; Swager, T. M. Prog. Inorg. Chem. 1999, 48, 123 and references therein.
14. Zhang, T.; Drouin, M.; Harvey, P. D. Inorg. Chem. 1999, 38, 1305.
15. 2: Schramm, R. F.; Wayland, B. B. J. Chem. Soc., Chem. Commun. 1968, 898.
16. 3]: (a) Ukai, T.; Kawazura, H.; Ishii, Y.; Bonnet, J. J.; Ibers, J. A. J. Organomet. Chem. 1974, 65, 253. For an example of its use for multi-palladium complexes, see: (b) Fox, G. A.; Pierpont, C. G. Inorg. Chem. 1992, 31, 3718.
17. 3]: (a) Ukai, T.; Kawazura, H.; Ishii, Y.; Bonnet, J. J.; Ibers, J. A. J. Organomet. Chem. 1974, 65, 253. For an example of its use for multi-palladium complexes, see: (b) Fox, G. A.; Pierpont, C. G. Inorg. Chem. 1992, 31, 3718.
18. (a) Nishida, H.; Takada, N.; Yoshimura, M.; Sonoda, T.; Kobayashi, H. Bull. Chem. Soc. Jpn. 1984, 57, 2600.
19. (b) Brookhart, M.; Grant, B.; Volpe, A. F. Organometallics 1992, 11, 3920.
20. -1, 833 variables refined with 10 335 reflections collected at 223 K with I > 3σ(I) to R = 0.072.
21. 8- part of 1′: δ 4.89 (d, J = 13.2 Hz), 3.93 (dd, J = 11.3, 12.7 Hz), 3.27 (m), 3.00 (m).
22. 4 on Os-Os has been reported: Ramage, D. L.; Wiser, D. C.; Norton, J. R. J. Am. Chem. Soc. 1997, 119, 5618. Bender, B. R.; Ramage, D. L.; Norton, J. R.; Wiser, D. C.; Rappé, A. K. J. Am. Chem. Soc. 1997, 119, 5628.
23. 4 on Os-Os has been reported: Ramage, D. L.; Wiser, D. C.; Norton, J. R. J. Am. Chem. Soc. 1997, 119, 5618. Bender, B. R.; Ramage, D. L.; Norton, J. R.; Wiser, D. C.; Rappé, A. K. J. Am. Chem. Soc. 1997, 119, 5628.
24. 8- part of 2′: δ 5.37 (d, J = 12.7 Hz), 4.19 (t, J = 11.3 Hz), 3.42 (m), 3.24 (m).
25. -1, 858 variables refined with 10431 reflections collected at 223 K with I > 3σ(I) to R = 0.064.
26. Benet-Buchholz, J.; Boese, R.; Haumann, T. In The Chemistry of Dienes and Polyenes; Rappoport, Z., Ed.; John Wiley & Sons: New York, 1997; pp 25-65.
27. 2+: Murahashi, T.; Otani, T.; Mochizuki, E.; Kai, Y.; Kurosawa, H.; Sakaki, S. J. Am. Chem. Soc. 1998, 120, 4536.
28. It should be mentioned that a recent theoretical prediction suggested that when two intrinsically Peierls distortion materials, polyacetylene and transition metal chain, are linked to each other via σ- or π-bonds, there would no longer be a tendency for each to undergo a simple pairing distortion: Goldberg, N.; Tang, H.; Kroohs, N.; Hoffmann, R. J. Am. Chem. Soc. 1996, 118, 10294.
29. 3 complex 3′ and pyridine led to unidentified decomposition products.