Synthesis and chiroptical properties of hydroxyphenylglycine-based poly(m-phenyleneethynylene-p-phenyleneethynylene)s

Macromolecules

Volumn 42, Issue 16, 2009, Pages 6115-6122

  Liu, Ruiyuan ^a   Shiotsuki, Masashi ^a   Masuda, Toshio ^b   Sanda, Fumio ^a  

^a KYOTO UNIVERSITY   (Japan)

^b FUKUI UNIVERSITY OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALI METAL HYDROXIDES; CHIROPTICAL PROPERTIES; DIETHYNYLBENZENE; HELICAL STRUCTURES; INTRAMOLECULAR HYDROGEN BONDING; IR SPECTROSCOPY; ONE-HANDED; OPTICALLY ACTIVE; PHENYLENEETHYNYLENE; PHENYLGLYCINES; SPECIFIC ROTATIONS; SPECTROSCOPIC DATA;

AMIDES; HYDROGEN; HYDROGEN BONDS;

ALKALI METALS;

EID: 68949174993     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma900910k     Document Type: Article

References (55)

1. (a) Pu, L. Chem. Rev. 1998, 98, 2405.
2. (b) McQuade, D. T.; Pullen, A. E.; Swager, T. M. Chem. Rev. 2001, 101, 2537.
3. (c) Nakano, T.; Okamoto, Y. Chem. Rev. 2001, 101, 4013.
4. For reviews: (a) Lam, J. W. Y.; Tang, B. Z. Acc. Chem. Res. 2005, 38, 745.
5. (b) Masuda, T. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 165.
6. (c) Yashima, E.; Maeda, K.; Furusho, Y. Acc. Chem. Res. 2008, 41, 1166.
7. (d) Yashima, E.; Maeda, K. Macromolecules 2008, 41, 3.
8. (a) Peeters, E.; Delmotte, A.; Janssen, R. A. J.; Meijer, E. W. Adv. Mater. 1997, 9, 493.
9. (b) Langeveld-Voss, B. M. W.; Janssen, R. A. J.; Christiaans, M. P. T.; Meskers, S. C. J.; Dekkers, H. P. J. M.; Meijer, E. W. J. Am. Chem. Soc. 1996, 118, 4908.
10. (c) Geng, Y.; Trajkovska, A.; Katsis, D.; Ou, J. J.; Culligan, S. W.; Chen, S.H. J. Am. Chem. Soc. 2002, 124, 8337.
11. (d) Dubus, S.; Marceau, V.; Leclerc, M. Macromolecules 2002, 35, 9296.
12. (a) Gin, M. S.; Yokozawa, T.; Prince, R. B.; Moore, J. S. J. Am. Chem. Soc. 1999, 121, 2643.
13. (b) Prince, R. B.; Barnes, S. A.; Moore, J. S. J. Am. Chem. Soc. 2000, 122, 2758.
14. (c) Tanatani, A.; Mio, M. J.; Moore, J. S. J. Am. Chem. Soc. 2001, 123, 1792.
15. (d) Heemstra, J. M.; Moore, J. S. J. Am. Chem. Soc. 2004, 126, 1648.
16. Amt, L.; Tew, G. N. Macromolecules 2004, 37, 1283.
17. Abe, H.; Masuda, N.; Waki, M.; Inouye, M. J. Am. Chem. Soc. 2005, 127, 16189.
18. (a) Tan, C.; Pinto, M. R.; Kose, M. E.; Ghiviriga, L.; Schanze, K. S. Adv. Mater. 2004, 16, 1208.
19. (b) Zhao, X. Y.; Schanze, K. S. Langmuir 2006, 22, 4856.
20. (a) Li, B. S.; Cheuk, K. K. L.; Ling, L.; Chen, J.; Xiao, X.; Bai, C.; Tang, B. Z. Macromolecules 2003, 36, 77.
21. (b) Cheuk, K. K. L.; Lam, J. W. Y.; Chen, J.; Lai, L. M.; Tang, B. Z. Macromolecules 2003, 36, 5947.
22. (c) Cheuk, K. K. L.; Lam, J. W. Y.; Lai, L. M.; Dong, Y. P.; Tang, B. Z. Macromolecules 2003, 36, 9752.
23. (a) Gao, G.; Sanda, F.; Masuda, T. Macromolecules 2003, 36, 3932.
24. (b) Gao, G.; Sanda, F.; Masuda, T. Macromolecules 2003, 36, 3938.
25. (c) Sanda, F.; Araki, H.; Masuda, T. Macromolecules 2004, 37, 8510.
26. (d) Sanda, F.; Terada, K.; Masuda, T. Macromolecules 2005, 38, 8149.
27. (e) Zhao, H.; Sanda, F.; Masuda, T. J. Polym. Sci., Part A: Polym. Chem. 2005, 43, 5168.
28. (l) Zhao, H.; Sanda, F.; Masuda, T. Macromol. Chem. Phys. 2005, 16, 1653.
29. (a) Yamamoto, T.; Kokubo, H. J. Polym. Sci., Part B: Polym. Phys. 2000, 38, 84.
30. (b) Yamamoto, T.; Iijima, T.; Ozawa, Y.; Toriumi, K.; Kubota, K.; Sasaki, S. J. Polym. Sci., Part A 2007, 45, 548.
31. (a) Kamer, P. C.; Nolte, R. J. M.; Drenth, W. J. Am. Chem. Soc. 1988, 110, 6828.
32. (b) Deming, T. J.; Novak, B. M. J. Am. Chem. Soc. 1992, 114, 7926.
33. (c) Cornelissen, J. J. L. M.; Donners, J. J. J. M.; René de Gelder; Graswinckel, W. S.; Metselaar, G. A.; Rowan, A. E.; Sommerdijk, N. A. J. M.; Nolte, R. J. M. Science 2001, 239, 676.
34. (a) Nomura, R.; Tabei, J.; Nishiura, S.; Masuda, T. Macromolecules 2003, 36, 561.
35. (b) Nomura, R.; Yamada, K.; Tabei, J.; Takakura, Y.; Takigawa, T.; Masuda, T. Macromolecules 2003, 36, 6939.
36. (c) Tabei, J.; Nomura, R.; Sanda, F.; Masuda, T. Macromolecules 2003, 36, 8603.
37. (a) Nomura, R.; Nishiura, S.; Tabei, J.; Sanda, F.; Masuda, T. Macromolecules 2003, 36, 5076.
38. (b) Sanda, F.; Nishiura, S.; Shiotsuki, M.; Masuda, T. Macromolecules 2005, 38, 3075.
39. (a) Nomura, R.; Tabei, J.; Masuda, T. Macromolecules 2002, 35, 2955.
40. (b) Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2005, 38, 5860.
41. (a) Li, B. S.; Cheuk, K. K. L.; Yang, D.; Lam, J. W. Y.; Wan, L. J.; Bai, C.; Tang, B. Z. Macromolecules 2003, 36, 5447.
42. (b) Li, B. S.; Kang, S. Z.; Cheuk, K. K. L.; Wan, L.; Ling, L.; Bai, C.; Tang, B. Z. Langmuir 2004, 20, 7598.
43. (c) Okoshi, K.; Sakajiri, K.; Kumaki, J.; Yashima, E. Macromolecules 2005, 38, 4061.
44. (d) Okoshi, K.; Sakurai, S.; Ohsawa, S.; Yashima, E. Angew. Chem., Int. Ed. 2006, 45, 8173.
45. Halgren, T. A. J. Comput. Chem. 1996, 17, 490. The molecular mechanics calculation was carried out with Wavefunction Inc., Spartan '08 Macintosh.
46. (a) Adisa, B.; Bruce, D. A. J. Phys. Chem. B 2005, 109, 7548.
47. (b) Adisa, B.; Bruce, D. A. J. Phys. Chem. B 2005, 109, 19952.
48. Lee, O. S.; Saven, J. G. J. Phys. Chem. B 2004, 108, 11988.
49. Hill, D. J.; Mio, M. J.; Prince, R. B.; Hughes, T. S.; Moore, J. S. Chem. Rev. 2001, 101, 3893.
50. Circular Dichroism: Principles and Applications, 2nd ed.; Beroya, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; Chapter 12.
51. (a) Prince, R. B.; Saven, J. G.; Wolynes, P. G.; Moore, J. S. J. Am. Chem. Soc. 1999, 121, 3114.
52. (b) Prince, R. B.; Brunsveld, L.; Meijer, E. W.; Moore, J. S. Angew. Chem., Int. Ed. 2000, 39, 228.
53. (a) Nomura, R.; Tabei, J.; Masuda, T. J. Am. Chem. Soc. 2001, 123, 8430.
54. (b) Deng, J.; Tabie, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2004, 37, 1891.
55. (c) Tabei, J.; Nomura, R.; Sanda, F.; Masuda, T. Macromolecules 2004, 37, 5149.