Catenane gel: Synthesis of high molecular weight poly[2]catenanes by Sonogashira coupling polymerization

Tetrahedron Letters

Volumn 53, Issue 23, 2012, Pages 2805-2808

  Hagiwara, Toshiki ^a   Murano, Yasuhiro ^a   Watanabe, Yuki ^a   Hoshi, Toru ^a   Sawaguchi, Takashi ^a  

^a NIHON UNIVERSITY   (Japan)

Author keywords

2 Catenane; Catenane polymer; Gels; Polymerization; Sonogashira coupling

Indexed keywords

CATENANE; DIMER;

ARTICLE; CROSS LINKING; MOLECULAR WEIGHT; POLYMERIZATION; RIGIDITY; SONOGASHIRA REACTION;

EID: 84860836857     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.03.101     Document Type: Article

References (40)

1. Y. Geerts J.-P. Sauvage, C. Dietrich-Buchecker, Molecular Catenanes, Rotaxanes and Knots 1999 Wiley-VCH Weinheim 247 276
2. H.W. Gibson, M.C. Bheda, and P.T. Engen Prog. Polym. Sci. 19 1994 843 945
3. H.W. Gibson, D.S. Nagvekar, N. Yamaguchi, S. Bhattacharjee, H. Wang, M.J. Vergne, and D.M. Hercules Macromolecules 37 2004 7514 7529
4. A. Godt Eur. J. Org. Chem. 2004 1639 1654
5. T. Takata, N. Kihara, and Y. Furusho Adv. Polym. Sci. 171 2004 1 75
6. Z. Niu, and H.W. Gibson Chem. Rev. 109 2009 6024 6046
7. L. Fang, M.A. Olson, D. Benítez, E. Tkatchouk, W.A. Goddard III, and J.F. Stoddart Chem. Soc. Rev. 39 2010 17 29
8. G.J. Clarkson, D.A. Leigh, and R.A. Smith Curr. Opin. Solid State Mater. Sci. 3 1998 579 584
9. C.-A. Fustin, C. Bailly, G.J. Clarkson, P. De Groote, T.H. Galow, D.A. Leigh, D. Robertson, A.M.Z. Slawin, and J.K.Y. Wong J. Am. Chem. Soc. 125 2003 2200 2207
10. C.-A. Fustin, C. Bailly, G.J. Clarkson, T.H. Galow, and D.A. Leigh Macromolecules 37 2004 66 70
11. C.-A. Fustin, G.J. Clarkson, D.A. Leigh, F. Van Hoof, A.M. Jonas, and C. Bailly Macromolecules 37 2004 7884 7892
12. N. Watanabe, Y. Ikari, N. Kihara, and T. Takata Macromolecules 37 2004 6663 6666
13. C. Gong, and H.W. Gibson J.-P. Sauvage, C. Dietrich-Buchecker, Molecular Catenanes, Rotaxanes and Knots 1999 Wiley-VCH Weinheim 277 321
14. G. Wenz, B.-H. Han, and A. Müller Chem. Rev. 106 2006 782 817
15. A. Harada J. Polym. Sci., Part A: Polym. Chem. 44 2006 5113 5119
16. A. Harada, A. Hashidzume, H. Yamaguchi, and Y. Takashima Chem. Rev. 109 2009 5974 6023
17. K. Mayumi, and K. Ito Polymer 51 2010 959 967
18. J.J. Li, F. Zhao, and J. Li Appl. Microbiol. Biotechnol. 90 2011 427 443
19. J.S. Shaffer J. Chem. Phys. 101 1994 4205 4213
20. J.-L. Weidmann, J.-M. Kem, J.-P. Sauvage, D. Muscat, S. Mullin, W. Köhler, C. Rosenauer, H.J. Räder, K. Martin, and Y. Geerts Chem. Eur. J. 5 1999 1841 1851
21. M. Yamazaki, T. Hagiwara, M. Sekiguchi, T. Sawaguchi, and S. Yano Synth. Commun. 38 2008 553 558
22. M. Yamazaki, T. Suzuki, T. Hagiwara, T. Sawaguchi, and S. Yano Kobunshi Ronbunshu 65 2008 496 498
23. T. Hagiwara, M. Yamazaki, T. Sawaguchi, and S. Yano Trans. Mater. Res. Soc. Jpn. 33 2008 1269 1272
24. T. Hagiwara, M. Yamazaki, T. Sawaguchi, and S. Yano J. Res. Inst. Sci. Tech., Nihon Univ. 124 2011 13 21
25. Hagiwara, T.; Yamazaki, M.; Suzuki, T.; Sawaguchi, T.; Yano, S. Polymer 2011, 52, 5426-5430. The structure of the poly[2]catenane obtained from the 1,3-dipolar cycloaddition: Estimated structure of the cyclic dimer
26. K. Sonogashira B.M. Trost, I. Fleming, Comprehensive Organic Synthesis Vol. 3 1991 Pergamon Press New York 521 549
27. K. Sonogashira, Y. Tohda, and N. Hagihara Tetrahedron Lett. 16 1975 4467 4470
28. K. Sonogashira J. Organomet. Chem. 653 2002 46 49
29. E. Negishi, and L. Anastasia Chem. Rev. 103 2003 1979 2017
30. R. Chinchilla, and C. Nájera Chem. Rev. 107 2007 874 922
31. A. Mori, M.S.M. Ahmed, A. Sekiguchi, K. Masui, and T. Koike Chem. Lett. 2002 756 757
32. F. Zeng, and S. Zimmerman J. Am. Chem. Soc. 118 1996 5326 5327
33. C.-A. Fustin, C. Bailly, G.J. Clarkson, P.D. Groote, T.H. Galow, D.A. Leigh, D. Robertson, A.M.Z. Slawin, and J.K.Y. Wong J. Am. Chem. Soc. 125 2003 2200 2207
34. D.A. Leigh, K. Moody, J.P. Smart, K.J. Watson, and A.M.Z. Slawin Angew. Chem., Int. Ed. 35 1996 306 310
35. J.S. Park, J.N. Wilson, K.I. Hardcastle, U.H.F. Bunz, and M. Srinivasarao J. Am. Chem. Soc. 128 2006 7714 7715
36. S. Shimada, K. Ishikawa, and N. Tamaoki Acta Chem. Scand. 52 1998 374 376
37. Y. Delaviz, and H.W. Gibson Macromolecules 25 1992 4859 4862
38. A. Zada, Y. Avny, and A. Zilkha Eur. Polym. J. 35 1999 1159 1164
39. H. Oike, T. Mouri, and Y. Tezuka Macromolecules 34 2001 6229 6234
40. M. Kubo, T. Hibino, M. Tamura, T. Uno, and T. Itoh Macromolecules 35 2002 5816 5820