Nanoscale tectonics: Self-assembly, characterization, and chemistry of a novel class of organoplatinum square macrocycles

Journal of the American Chemical Society

Volumn 119, Issue 48, 1997, Pages 11611-11619

  Manna, Joseph ^a   Kuehl, Christopher J ^a   Whiteford, Jeffery A ^a   Stang, Peter J ^a   Muddiman, David C ^a   Hofstadler, Steven A ^a   Smith, Richard D ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

PLATINUM COMPLEX;

ARTICLE; COMPLEX FORMATION; DRUG STRUCTURE; IN VITRO STUDY; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0031467196     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja972668s     Document Type: Article

References (49)

1. For key recent reviews, see: (a) Comprehensive Supramolecular Chemistry; Lehn, J.-M., Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vogtle, F. Eds.; Pergamon Press: Oxford, 1996; Vols. 1-11. (b) Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives; VCH Publishers: Weinheim, 1995. (c) Philip, D.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1154-1196. (d) Lawrence, D. S.; Jiang, T.; Levett, M. Chem. Rev. 1995, 95, 2229-2260.
2. For key recent reviews, see: (a) Comprehensive Supramolecular Chemistry; Lehn, J.-M., Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vogtle, F. Eds.; Pergamon Press: Oxford, 1996; Vols. 1-11. (b) Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives; VCH Publishers: Weinheim, 1995. (c) Philip, D.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1154-1196. (d) Lawrence, D. S.; Jiang, T.; Levett, M. Chem. Rev. 1995, 95, 2229-2260.
3. For key recent reviews, see: (a) Comprehensive Supramolecular Chemistry; Lehn, J.-M., Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vogtle, F. Eds.; Pergamon Press: Oxford, 1996; Vols. 1-11. (b) Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives; VCH Publishers: Weinheim, 1995. (c) Philip, D.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1154-1196. (d) Lawrence, D. S.; Jiang, T.; Levett, M. Chem. Rev. 1995, 95, 2229-2260.
4. For key recent reviews, see: (a) Comprehensive Supramolecular Chemistry; Lehn, J.-M., Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vogtle, F. Eds.; Pergamon Press: Oxford, 1996; Vols. 1-11. (b) Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives; VCH Publishers: Weinheim, 1995. (c) Philip, D.; Stoddart, J. F. Angew. Chem., Int. Ed. Engl. 1996, 35, 1154-1196. (d) Lawrence, D. S.; Jiang, T.; Levett, M. Chem. Rev. 1995, 95, 2229-2260.
5. For reviews, see: (a) Williams, A. Chem. Eur. J. 1997, 3, 15. (b) Constable, E. C. Polynuclear Transition Metal Helicates in Comprehensive Supramolecular Chemistry; Lehn, J.-M., Sauvage, J. P., Hosseini, M. W., Eds.; Pergamon Press: Oxford, 1996; Vol. 9, Chapter 6, p 213. (c) Constable, E. C. Tetrahedron 1992, 48, 10013-10059.
6. For reviews, see: (a) Williams, A. Chem. Eur. J. 1997, 3, 15. (b) Constable, E. C. Polynuclear Transition Metal Helicates in Comprehensive Supramolecular Chemistry; Lehn, J.-M., Sauvage, J. P., Hosseini, M. W., Eds.; Pergamon Press: Oxford, 1996; Vol. 9, Chapter 6, p 213. (c) Constable, E. C. Tetrahedron 1992, 48, 10013-10059.
7. For reviews, see: (a) Williams, A. Chem. Eur. J. 1997, 3, 15. (b) Constable, E. C. Polynuclear Transition Metal Helicates in Comprehensive Supramolecular Chemistry; Lehn, J.-M., Sauvage, J. P., Hosseini, M. W., Eds.; Pergamon Press: Oxford, 1996; Vol. 9, Chapter 6, p 213. (c) Constable, E. C. Tetrahedron 1992, 48, 10013-10059.
8. Baxter, P. N. W. Metal Ion Directed Assembly of Complex Molecular Architectures and Nanostructures in Comprehensive Supramolecular Chemistry; Lehn, J. -M., Sauvage, J. P., Hosseini, M. W., Eds.; Pergamon Press: Oxford, 1996; Vol. 9, Chapter 5, p 165.
9. For reviews, see: (a) Fujita, M. Coord. Chem. Rev. 1996, 148, 249-264. (b) Fujita, M. J. Synth. Org. Chem. Jpn. 1996, 54, 953-963.
10. For reviews, see: (a) Fujita, M. Coord. Chem. Rev. 1996, 148, 249-264. (b) Fujita, M. J. Synth. Org. Chem. Jpn. 1996, 54, 953-963.
11. (a) Stang, P. J.; Fan, J.; Olenyuk, B. J. Chem. Soc.; Chem. Commun. 1997, 1453-1454.
12. (b) Stang, P. J.; Cao, D, H.; Chen, K. C.; Gray, G. M.; Muddiman, D. C.; Smith, R. D. J. Am. Chem. Soc. 1997, 119, 5163-5168.
13. (c) Whiteford, J. A.; Lu, C. V.; Stang, P. J. J. Am. Chem. Soc. 1997, 119, 2524-2533.
14. (d) Stang, P. J.; Persky, N. E. J. Chem. Soc., Chem. Commun. 1997, 77-78.
15. (e) Manna, J.; Whiteford, J. A.; Stang, P. J. J. Am. Chem. Soc. 1996, 118, 8731-8732.
16. (f) Whiteford, J. A.; Rachlin, E.; Stang, P. J. Angew. Chem., Int. Ed. Engl 1996, 35, 2524-2529.
17. (g) Stang, P. J.; Whiteford, J. A.; Olenyuk, B. J. Am. Chem. Soc. 1996, 118, 8221-8230.
18. (h) Stang, P. J.; Whiteford, J. A. Res. Chem. Intermed. 1996, 22, 659-665.
19. (i) Stang, P. J.; Olenyuk, B.; Fan, J.; Arif, A. M. Organometallics 1996, 15, 904-908.
20. (j) Stang, P. J.; Olenyuk, B. Angew. Chem., Int. Ed. Engl. 1996, 35, 732-736.
21. (k) Stang, P. J.; Chen, K.; Arif, A. M. J. Am. Chem. Soc. 1995, 117, 8793-8797.
22. (l) Stang, P. J.; Cao, D. H.; Saito, S.; Arif, A. M. J. Am. Chem. Soc. 1995, 117, 6273-6283.
23. (m) Stang, P. J.; Chen, K. J. Am. Chem. Soc. 1995, 117, 1667-1668.
24. (n) Stang, P. J.; Whiteford, J. A. Organometallics 1994, 13, 3776-3777.
25. (o) Stang, P. J.; Cao, D. H. J. Am. Chem. Soc. 1994, 116, 4981-4982.
26. See also: (a) Slone, R. V.; Hupp, J. T.; Stern, C. L.; Albrecht-Schmitt, T. E. Inorg. Chem. 1996, 35, 4096-4097. (b) Slone, R. V.; Yoon, D. I.; Calhoun, R. M.; Hupp, J. T. J. Am. Chem. Soc. 1995, 117, 11813-11814. (c) Rauter, H.; Hillgeris, E. C.; Erxleben, A.; Lippert, B. J. Am. Chem. Soc. 1994, 116, 616-624. (d) Stricklen, P. M.; Volcko, E. J.; Verkade, J. G. J. Am. Chem. Soc. 1983, 105, 2494-2495. (e) Drain, C. M.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313-2313.
27. See also: (a) Slone, R. V.; Hupp, J. T.; Stern, C. L.; Albrecht-Schmitt, T. E. Inorg. Chem. 1996, 35, 4096-4097. (b) Slone, R. V.; Yoon, D. I.; Calhoun, R. M.; Hupp, J. T. J. Am. Chem. Soc. 1995, 117, 11813-11814. (c) Rauter, H.; Hillgeris, E. C.; Erxleben, A.; Lippert, B. J. Am. Chem. Soc. 1994, 116, 616-624. (d) Stricklen, P. M.; Volcko, E. J.; Verkade, J. G. J. Am. Chem. Soc. 1983, 105, 2494-2495. (e) Drain, C. M.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313-2313.
28. See also: (a) Slone, R. V.; Hupp, J. T.; Stern, C. L.; Albrecht-Schmitt, T. E. Inorg. Chem. 1996, 35, 4096-4097. (b) Slone, R. V.; Yoon, D. I.; Calhoun, R. M.; Hupp, J. T. J. Am. Chem. Soc. 1995, 117, 11813-11814. (c) Rauter, H.; Hillgeris, E. C.; Erxleben, A.; Lippert, B. J. Am. Chem. Soc. 1994, 116, 616-624. (d) Stricklen, P. M.; Volcko, E. J.; Verkade, J. G. J. Am. Chem. Soc. 1983, 105, 2494-2495. (e) Drain, C. M.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313-2313.
29. See also: (a) Slone, R. V.; Hupp, J. T.; Stern, C. L.; Albrecht-Schmitt, T. E. Inorg. Chem. 1996, 35, 4096-4097. (b) Slone, R. V.; Yoon, D. I.; Calhoun, R. M.; Hupp, J. T. J. Am. Chem. Soc. 1995, 117, 11813-11814. (c) Rauter, H.; Hillgeris, E. C.; Erxleben, A.; Lippert, B. J. Am. Chem. Soc. 1994, 116, 616-624. (d) Stricklen, P. M.; Volcko, E. J.; Verkade, J. G. J. Am. Chem. Soc. 1983, 105, 2494-2495. (e) Drain, C. M.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313-2313.
30. See also: (a) Slone, R. V.; Hupp, J. T.; Stern, C. L.; Albrecht-Schmitt, T. E. Inorg. Chem. 1996, 35, 4096-4097. (b) Slone, R. V.; Yoon, D. I.; Calhoun, R. M.; Hupp, J. T. J. Am. Chem. Soc. 1995, 117, 11813-11814. (c) Rauter, H.; Hillgeris, E. C.; Erxleben, A.; Lippert, B. J. Am. Chem. Soc. 1994, 116, 616-624. (d) Stricklen, P. M.; Volcko, E. J.; Verkade, J. G. J. Am. Chem. Soc. 1983, 105, 2494-2495. (e) Drain, C. M.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1994, 2313-2313.
31. Stang, P. J.; Persky, N. E.; Manna, J. J. Am. Chem. Soc. 1997, 119, 4777-4778.
32. Fujita, M.; Oguro, D.; Miyazawa, M.; Oka, H.; Yamaguchi, K.; Ogura, K. Nature 1995, 378, 469-471.
33. Stang, P. J.; Olenyuk, B.; Muddiman, D. C.; Wunschel, D. S.; Smith, R. D. Organometallics 1997, 16, 3094-3096.
34. (a) Ball, P. Designing the Molecular World; Princeton University Press: Princeton, NJ, 1994.
35. (b) Drexler, K. E. Nanosystems: Molecular Machinery, Manufacturing, and Computation; Wiley: New York, 1992.
36. Stang, P. J., Olenyuk, B. Acc. Chem. Res. 1997, 30. In press.
37. Manna, J.; Kuehl, C. J.; Whiteford, J. A.; Stang, P. J. Organometallics 1997, 16, 1897-1905.
38. Chi, X.; Guerin, A. J.; Haykock, R. A.; Hunter, C. A.; Sarson, L. D. J. Chem. Soc., Chem. Commun. 1995, 2563-2565.
39. (a) Dinur, U.; Hagler, A. T. Approaches to Empirical Force Fields. In Review of Computational Chemistry; Lipkowitz, K. B., Boyd, D. B., Eds.; VCH: New York, 1991; Vol. 2, Chapter 4.
40. (b) Maple, J. R.; Thacher, T. S.; Dinur, U.; Hagler, A. T. Chem. Des. Automat. News 1990, 5, 5.
41. (c) Ermer, O. Struct. Bonding 1976, 27, 161.
42. Vorm, O.; Roepstorff, P.; Mann, M. Anal. Chem. 1994, 66, 3281-3287.
43. Winger, B. E.; Hofstadler, S. A.; Bruce, J. E.; Udseth, H. R.; Smith, R. D. J. Am. Mass Spectrom. 1993, 4, 566-577.
44. Gale, D. C; Smith, R. D. Rapid Commun. Mass Spectrom. 1993, 7, 1017.
45. Bruce, J. E.; Vanorden, S. L.; Anderson, G. A.; Hofstadler, S. A.; Sherman, M. G.; Rockwood, A. L.; Smith, R. D. J. Mass Spectrom. 1995, 30, 124-133.
46. (a) Janssen, M. D.; Herres, M.; Zsolnai, L.; Spek, A. L.; Grove, D. M.; Lang, H.; van Koten, G. Inorg. Chem. 1996, 35, 2476-2483.
47. (b) Lang, H.; Weinmann, M. Synlett 1996, 1-10.
48. (c) Janssen, M. D. Structural Aspects and Reactivity of Self-Assembling Organocopper and Copper A renethiolate Aggregates; Thesis Universiteit Utrecht, 1996; p 152.
49. (d) Lang, H.; Blau, S.; Pritzkow, H.; Zsolnai, L. Organometallics 1995, 14, 1850-1854.