Coordination-driven assembly of molecular rectangles via an organometallic "clip"

Organic Letters

Volumn 2, Issue 23, 2000, Pages 3727-3729

  Kuehl, Christopher J ^a   Mayne, Charles L ^a   Arif, Atta M ^a   Stang, Peter J ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LIGAND; ORGANOMETALLIC COMPOUND; PLATINUM;

ARTICLE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CRYSTALLOGRAPHY, X-RAY; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLIC COMPOUNDS; PLATINUM;

EID: 0034676581     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006638x     Document Type: Article

References (34)

1. (a) Leininger, S.; Olenyuk, B.; Stang, P. J. Chem. Rev. 2000, 100, 853.
2. (b) Caulder, D. L.; Raymond, K. N. J. Chem. Soc., Dalton Trans. 1999, 8, 1185.
3. (c) Caulder, D. L.; Raymond, K. N. Acc. Chem. Res. 1999, 32(11), 975.
4. (d) Chambron, J.-C.; Dietrich-Buchecker, C.; Sauvage, J.-P. Transition Metals as Assembling and Templating Species. In Comprehensive Supramolecular Chemistry; Lehn, J. -M., Chair E., Atwood, J. L., Davis, J. E. D., MacNicol, D. D., Vögtle, F., Executive Eds.; Pergamon Press: Oxford, 1996; Vol. 9, Chapter 2, p 43.
5. (e) Baxter, P. N. W. Metal Ion Directed Assembly of Complex Molecular Architectures and Nanostructures. In Comprehensive Supramoleculur Chemistry: Lehn, J. -M., Chair E.; Atwood, J. L., Davis, J. E. D., MacNicol, D. D., Vögtle, F., Executive Eds.; Pergamon Press; Oxford, 1996; Vol. 9, Chapter 5, p 165.
6. (f) Fujita, M. Chem. Soc. Rev. 1998, 6, 417.
7. (g) Uller, E.; Demleitner, I.; Bernt, I.; Saalfrank, R. W. Synergistic Effect of Serendipity and Rational Design in Supramolecular Chemistry. In Structure and Bonding; Fujita, M., Ed.; Springer; Berlin, 2000; Vol. 96, p 149.
8. (h) Baxter, P. N. W.; Lehn, J.-M.; Baum, G.; Fenske, D. Chem. Eur. J. 1999, 5, 102.
9. (i) Stang, P. J.; Olenyuk, B. Acc. Chem. Res. 1997, 30, 502.
10. (a) Fujita, M.; Sasaki, O.; Mitsuhashi, T.; Fujita, T.; Yazaki, J.; Yamaguchi, K.; Ogura, K. J. Chem. Soc., Chem. Commun. 1996, 1535.
11. (b) Lee, S. B.; Hwang, S.; Chung, D. S.; Yun, H.; Hong, J.-I. Tetrahedron Lett. 1998, 39, 873.
12. (a) Stang, P. J.; Cao, D. H.; Saito, S.; Arif, A. M. J. Am. Chem. Soc. 1995, 117, 6273.
13. (b) Whiteford, J. A.; Stang, P. J.; Huang, S. D. Inorg. Chem. 1998, 37, 5595.
14. (c) Benkstein, K. D.; Hupp, J. T.; Stern, C. L. J. Am. Chem. Soc. 1998, 120, 12982.
15. Here metal-containing species is understood. For examples of organic molecular rectangles, see: (a) Odell, B.; Reddington, M. V.; Slawin, A. M. Z.; Spencer, N.; Stoddart, J. F.; Williams, D. J. Angew. Chem., Int. Ed. Engl. 1988, 27, 1547.
16. (b) Ashton, P. R.; Odell, B.; Reddington, M. V.; Slawin, A. M. Z.; Stoddart, J. F.; Williams, D. J. Angew. Chem., Int. Ed. Engl. 1988, 27, 1550.
17. (c) Büchner, M.; Geuder, W.; Gries, W.-K.; Hünig, S.; Koch, M; Poll, T. Angew. Chem., Int. Ed. Engl. 1988, 27, 1553.
18. (d) Geuder, W.; Hünig, S.; Suchy, A. Angew. Chem., Int. Ed. Engl. 1983, 22, 489.
19. Fujita, M. Acc. Chem. Res. 1999, 32, 53.
20. (a) Yan, H.; Süss-Fink, G.; Neels, A.; Stoeckli-Evans, H. J. Chem. Soc., Dalton Trans. 1997, 4345.
21. (b) Benkstein, K. D.; Hupp, J. T.; Stern, C. L. Inorg. Chem. 1998, 37, 5404.
22. (c) Woessner, S. M.; Helms, J. B.; Shen, Y.; Sullivan, B. P. Inorg. Chem. 1998, 37, 5407.
23. (d) Benkstein, K. D.; Hupp, J. T.; Stern, C. L. Angew. Chem., Int. Ed. Engl. 2000, 39, 2891.
24. (e) Dixon, F. M.; Eisenberg, A. H.; Farrell, J. R.; Mirkin, C. A.; Liable-Sands, L. M.; Rheingold, A. L. Inorg. Chem. 2000, 39, 3432.
25. (a) Baxter, P. N.; Lehn, J.-M.; DeCian, A. Angew. Chem., Int. Ed. Engl 1993, 32, 69.
26. (b) Hasenknopf, B.; Lehn, J.-M.; Baum, G.; Fenske, D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 1397.
27. (c) Baxter, P. N.; Lehn, J.-M.; Kneisel, B. O.; Fenske, D. Angew. Chem., Int. Ed. Engl. 1997, 36, 1978.
28. (a) Caulder, D. L.; Raymond, K. N. Angew. Chem., Int. Ed. Engl. 1997, 36, 1440.
29. (b) Slone, R. V.; Benkstein, K. D.; Belanger, S.; Hupp, J. T.; Guzei, I. A.; Rheingold, A. L. Coord. Chem. Rev. 1998, 171, 221.
30. See Supporting Information.
31. House, H. O.; Hrabie, J. A.; VanDerveer, D. J. Org. Chem. 1986, 51, 921.
32. 3, final R value 0.061 for 20145 unique reflections, goodness of fit 1.057.
33. Fuss, M.; Siehl, H.-U.; Olenyuk, B.; Stang, P. J. Organometallics 1999, 18, 758 and references therein.
34. Champness, N. R.; Khlobystov, A. N.; Majuga, A. G.; Schroeder, M.; Zyk, N. V. Tetrahedron Lett. 1999, 40, 5413.