Ring-opening copolymerization of 2-Aryl-1-methylenecyclopropanes with carbon monoxide initiated by Pd-bpy complexes

Macromolecular Chemistry and Physics

Volumn 204, Issue 4, 2003, Pages 666-673

  Kim, Sunwook ^a   Takeuchi, Daisuke ^a   Osakada, Kohtaro ^a  

^a Tokyo Institute of Technology ^*  (Japan)

Author keywords

Carbon monoxide; Copolymerization; Methylenecyclopropane; Palladium complex; Ring opening polymerization

Indexed keywords

CARBON MONOXIDE; CATALYST ACTIVITY; COMPLEXATION; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RING OPENING POLYMERIZATION;

COCATALYSTS;

MACROMOLECULES;

1 METHYLENECYCLOPROPANE DERIVATIVE; 2 PHENYL 1 METHYLENECYCLOPROPANE; CARBON 13; CARBON MONOXIDE; CYCLOPROPANE DERIVATIVE; HYDROGEN; MONOMER; PALLADIUM COMPLEX; POLYMER; SILVER; SODIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMERIZATION;

EID: 0037466095     PISSN: 10221352     EISSN: None     Source Type: Journal    
DOI: 10.1002/macp.200390035     Document Type: Article

References (54)

1. [1a] R. Noyori, H. Takaya, Chem. Commun. 1969, 525;
2. [1b] N. Tsukada, A. Shibuya, I. Nakamura, Y. Yamamoto, J. Am. Chem. Soc. 1997, 119, 8123;
3. [1c] D. H. Camacho, I. Nakamura, S. Saito, Y. Yamamoto, Angew. Chem. 1999, 111, 3576; Angew. Chem. Int. Ed. 1999, 38, 3365;
4. [1c] D. H. Camacho, I. Nakamura, S. Saito, Y. Yamamoto, Angew. Chem. 1999, 111, 3576; Angew. Chem. Int. Ed. 1999, 38, 3365;
5. [1d] M. Lautens, C. Meyer, A. Lorenz, J. Am. Chem. Soc. 1996, 118, 10676;
6. [1e] S. Bräse, A. de Meijere, Angew. Chem. 1995, 107, 2741; Angew. Chem. Int. Ed. Engl. 1995, 34, 2545.
7. [1e] S. Bräse, A. de Meijere, Angew. Chem. 1995, 107, 2741; Angew. Chem. Int. Ed. Engl. 1995, 34, 2545.
8. [2a] X. Yang, A. M. Seyam, P.-F. Fu, T. J. Marks, Macromolecules 1994, 27, 4625;
9. [2b] L. Jia, X. Yang, S. Yang, T. J. Marks, J. Am. Chem. Soc. 1996, 118, 1547;
10. [2c] L. Jia, X. Yang, A. M. Seyam, I. D. L. Albert, P.-F. Fu, S. Yang, T. J. Marks, J. Am. Chem. Soc. 1996, 118, 7900.
11. D. Takeuchi, S. Kim, K. Osakada, Angew. Chem. 2001, 113, 2757; Angew. Chem. Int. Ed. 2001, 40, 2685.
12. D. Takeuchi, S. Kim, K. Osakada, Angew. Chem. 2001, 113, 2757; Angew. Chem. Int. Ed. 2001, 40, 2685.
13. M. Kettunen, A. S. Abu-Surrah, T. Repo, M. Leskelä, Polym. Int. 2001, 50, 1223.
14. [5a] E. Drent, Pure Appl. Chem. 1990, 62, 661;
15. [5b] A. Sen, Acc. Chem. Res. 1993, 26, 303;
16. [5c] E. Drent, P. H. M. Budzelaar, Chem. Rev. 1996, 96, 663;
17. [5d] M. Sperrle, G. Consiglio, Chem. Ber. 1997, 130, 1557;
18. [5e] K. Nozaki, T. Hiyama, J. Organomet. Chem. 1999, 576, 248.
19. [6a] A. Sen, J. S. Brunbaugh, J. Organomet. Chem. 1985, 279, C5;
20. [6b] E. Drent, J. A. M. van Broekhoven, M. J. Doyle, J. Organomet. Chem. 1991, 417, 235;
21. [6c] M. Barsacchi, G. Consiglio, L. Medici, G. Petrucci, U. W. Suter, Angew. Chem. 1991, 103, 992; Angew. Chem. Int. Ed. Engl. 1991, 30, 989;
22. [6c] M. Barsacchi, G. Consiglio, L. Medici, G. Petrucci, U. W. Suter, Angew. Chem. 1991, 103, 992; Angew. Chem. Int. Ed. Engl. 1991, 30, 989;
23. [6d] M. Barsacchi, A. Batistini, G. Consiglio, U. W. Suter, Macromolecules 1992, 25, 3604;
24. [6e] Z. Jiang, S. E. Adams, A. Sen, Macromolecules 1994, 27, 2694;
25. [6f] K. Nozaki, N. Sato, H. Takaya, J. Am. Chem. Soc. 1995, 117, 9911;
26. [6g] E. Drent, J. A. M. van Broekhoven, P. H. M. Budzelaar, Recl. Trav. Chim. Pays-Bas. 1996, 115, 263;
27. [6h] C. S. Schultz, J. M. DeSimone, M. Brookhart, Organometallics 2001, 20, 16.
28. A. Batistini, G. Consiglio, Organometallics 1992, 11, 1766.
29. Z. Jiang, A. Sen, J. Am. Chem. Soc. 1995, 117, 4455.
30. M. Brookhart, F. C. Rix, J. M. DeSimone, J. C. Barborak, J. Am. Chem. Soc. 1992, 114, 5894.
31. S. Kim, D. Takeuchi, K. Osakada, J. Am. Chem. Soc. 2002, 124, 762.
32. S. Arora, P. Binger, Synthesis 1974, 801.
33. [12a] I. Matei, T. Lixandru, Bull. Inst. Politeh. Iasi. 1967, 13, 245;
34. [12b] J. M. Kliegman, R. K. Barnes, J. Org. Chem. 1970, 35, 3140;
35. [12c] G. van Koten, K. Vrieze, Adv. Organomet. Chem. 1982, 21, 151;
36. [12d] R. van Asselt, C. J. Elsevier, E. J. J. Smeets, A. L. Spek, R. Benedix, Recl. Trav. Chim. Pays-Bas. 1994, 113, 88.
37. [13a] L. Chatt, L. M. Vallarino, L. M. Venanzi, J. Chem. Soc. 1957, 3413;
38. [13b] D. Drew, J. R. Doyle, Inorg. Synth. 1972, 13, 52;
39. [13c] R. E. Rulke, J. M. Ernsting, A. L. Spek, C. J. Elsevier, P. W. N. M. van Leeuwen, K. Vrieze, Inorg. Chem. 1993, 32, 5769.
40. [14a] R. van Asselt, E. E. C. G. Gielens, R. E. Rulke, K. Vrieze, C. J. Elsevier, J. Am. Chem. Soc. 1994, 116, 977;
41. [14b] L. K. Johnson, C. M. Killian, M. Brookhart, J. Am. Chem. Soc. 1995, 117, 6414;
42. [14c] R. E. Rulke, J. G. P. Delis, A. M. Groot, C. J. Elsevier, P. W. N. M. van Leeuwen, K. Vrieze, K. Goubitz, H. Schenk, J. Organomet. Chem. 1996, 508, 109;
43. [14d] L. K. Johnson, C. M. Killian, M. Brookhart, J. Am. Chem. Soc. 1996, 118, 267;
44. [14e] C. M. Killian, D. J. Temple, L. K. Johnson, M. Brookhart, J. Am. Chem. Soc. 1996, 118, 11664.
45. [15a] W. E. Buschmann, J. S. Miller, Chem. Eur. J. 1998, 4, 1731;
46. [15b] M. Brookhart, B. Grant, A. F. Volpe, Jr., Organometallics 1992, 11, 3920;
47. [15c] H. Nishida, N. Takada, M. Yoshimura, T. Sonoda, H. Kobayashi, Bull. Chem. Soc. Jpn. 1984, 57, 2600.
48. G. A. Molander, K. O. Cameron, J. Am. Chem. Soc. 1993, 115, 830.
49. D. Takeuchi, K. Osakada, Chem. Commun. 2002, 646.
50. [18a] J. H. Groen, C. J. Elsevier, K. Vrieze, W. J. J. Smmets, A. L. Spek, Organometallics 1996, 15, 3445;
51. [18b] B. Milani, F. Paronetto, E. Zangrando, J. Chem. Soc. Dalton Trans. 2000, 3055.
52. F. C. Rix, L. K. Johnson, M. Brookhart, P. S. White, J. Am. Chem. Soc. 1996, 118, 4746.
53. [20a] K. Osakada, J.-C. Choi, T. Yamamoto, J. Am. Chem. Soc. 1997, 119, 12390;
54. [18b] J.-C. Choi, I. Yamaguchi, K. Osakada, T. Yamamoto, Macromolecules 1999, 31, 8731.