Homogeneous Two-Component Polycondensation without Strict Stoichiometric Balance via the Tsuji-Trost Reaction: Remote Control of Two Reaction Sites by Catalysis

Journal of the American Chemical Society

Volumn 126, Issue 17, 2004, Pages 5354-5355

  Nomura, Nobuyoshi ^a   Tsurugi, Ko ^a   RajanBabu, T V ^b   Kondo, Tadao ^a  

^a NAGOYA UNIVERSITY   (Japan)

^b OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CATALYSIS; EVAPORATION; EXPERIMENTAL MODEL; POLYMERIZATION; REACTION ANALYSIS; STOICHIOMETRY; STRUCTURE ANALYSIS; THEORETICAL MODEL;

EID: 2342482349     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0492743     Document Type: Article

References (25)

1. Furukawa, Y. Inventing Polymer Sciences; University of Pennsylvania: Philadelphia, 1998.
2. Flory, P. J. Chem. Rev. 1946, 39, 137.
3. Carothers, W. H. Trans. Faraday Soc. 1936, 32, 39.
4. Flory, P. J. J. Am. Chem. Soc. 1936, 58, 1877.
5. Reviews of heterogeneous systems: (a) Percec, V. ACS Symposium Series 326; American Chemical Society: Washington, DC, 1987: p 96.
6. (b) Boileau, S. In New Methods for Polymer Synthesis; Mijs, W. J., Ed.; Plenum: New York, 1992; p 179.
7. A recent heterogeneous example: (c) Kimura, K.; Kohama, S.; Yamashita, Y. Macromolecules 2003, 36, 5043.
8. Another important topic of recent polycondensation researches is to control the polydispersity. Suzuki, Y.; Hiraoka, S.; Yokoyama, A.; Yokozawa, T. Macromolecules 2003, 36, 4756 and references therein.
9. Kihara, N.; Komatsu, S.-i.; Takata, T.; Endo, T. Macromolecules 1999, 32, 4776.
10. Miyatake, K.; Hlil, A. R.; Hay, A. S. Macromolecules 2001, 34, 4288. This system is heterogeneous.
11. Iimori, H.; Shibasaki, Y.; Ando, S.; Ueda, M. Macromol. Symp. 2003, 199, 23.
12. (a) Nomura, N.; Tsurugi, K.; Okada, M. Angew. Chem., Int. Ed. 2001, 40, 1932.
13. (b) Tsurugi, K.; Nomura, N.; Aoi, K. Tetrahedron Lett. 2002, 43, 469.
14. See the Supporting Information for details.
15. The polycondensation via nucleation-elongation mechanism: Zhao, D.; Moore, J. S. J. Am. Chem. Soc. 2003, 125, 16294.
16. Tsuji, J. Transition Metal Reagents and Catalysts, Innovations in Organic Synthesis; Wiley: Chichester, 2000.
17. Collman, J. P.; Hegedus, L. S.; Norton, J. R.; Finke, R. G. Principles and Applications of Organotransition Metal Chemistry; University Science Books: Mill Valley, CA, 1987.
18. Devasagayaraj, A.; Stüdemann, T.; Knochel, P. Angew. Chem., Int. Ed. Engl. 1996, 34, 2723.
19. An intramolecular alkene-directed palladium-catalyzed allylation: Krafft, M. E.; Sugiura, M.; Abboud, K. A. J. Am. Chem. Soc. 2001, 123, 9174.
20. (a) Nomura, N.; Tsurugi, K.; Okada, M. J. Am. Chem. Soc. 1999, 121, 7268.
21. (b) Nomura, N.; Yoshida, N.; Tsurugi, K.; Aoi, K. Macromolecules 2003, 36, 3007.
22. (a) Trost, B. M.; Van Vranken, D. L. Chem. Rev. 1996, 96, 395.
23. (b) Poli, G.; Giambastiani, G.; Heumann, A. Tetrahedron 2000, 56, 5959.
24. (c) Frost, C. G.; Howarth, J.; Williams, J. M. J. Tetrahedron: Asymmetry 1992, 3, 1089.
25. (d) Godleski, S. A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford, 1991; Vol 4, p 585.