Induced circular dichroism to optically active poly {[methyl(1-naphthyl) silylene]-(o-phenylene)methylene} s assisted by supramolecular complexation with β-cyclodextrin

Macromolecular Chemistry and Physics

Volumn 206, Issue 12, 2005, Pages 1199-1205

  Park, Sung Young ^a   Uenishi, Kazuya ^a   Kawakami, Yusuke ^a  

^a JAPAN ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

Author keywords

cyclodextrins; Induced circular dichroism; Polysilanes; Stereospecific polymers; Supramolecular structures

Indexed keywords

CARBOXYLIC ACIDS; COMPLEXATION; FOURIER TRANSFORM INFRARED SPECTROSCOPY; HYDROPHOBICITY; PH EFFECTS; POLYSILANES; PURIFICATION; QUENCHING; SELF ASSEMBLY; SYNTHESIS (CHEMICAL);

Β-CYCLODEXTRINS; INDUCED CIRCULAR DICHROISM; STEREOSPECIFIC POLYMERS; SUPRAMOLECULAR STRUCTURES;

ORGANIC POLYMERS;

EID: 21244505389     PISSN: 10221352     EISSN: None     Source Type: Journal    
DOI: 10.1002/macp.200500083     Document Type: Article

References (60)

1. [1a] S. E. Boiadjiev, D. A. Lightner, J. Am. Chem. Soc. 2000, 122, 378;
2. [1b] A. P. H. J. Schenning, A. F. M. Kilbinger, F. Biscarini, M. Cavallini, H. J. Cooper, P. J. Derrick, R. Lazzuroni, P. Leclere, L. A. McDonell, E. W. Meijer, S. C. J. Meskers, J. Am. Chem. Soc. 2002, 124, 1269.
3. [2a] T. Nakano, Y. Okamoto, Chem. Rev, 2001, 101, 4013;
4. [2b] F. Sanda, H. Araki, T. Masuda, Macromolecules 2004, 37, 8530;
5. [2c] K. K. L. Cheuk, J. W. Y. Lam, J. Chen, L. M. Lai, B. Z. Tang. Macromolecules 2003, 36, 5947.
6. [3a] T. Sanji, K. Takase, H. Sakurai, J. Am. Chem. Soc. 2001, 123, 12690;
7. [3b] A. Ohira, M. Kunitake, M. Fujiki, M. Naito, A. Saxena, Chem. Mater. 2004, 16, 3919;
8. [3c] H. Tachibana, H. Kishida, Y. Tokura, Langmuir 2001, 17, 431.
9. [4a] S. A. Hart, A. B. F. Bahadoor, E. E. Matthews, X. J. Qiu, A. Schepartz, J. Am. Chem. Soc. 2003, 125, 4022;
10. [4b] E. Krause, M. Bienert, P. Schmieder, H. Wenschuh, J. Am. Chem. Soc, 2000, 122, 4865;
11. [4c] C. K. Schafmeister, J. Po, G. L. Verdine, J. Am. Chem. Soc. 2000, 122, 5891.
12. [5a] H. Nakako, R. Nomura, M. Tabata, T. Masuda, Macromolecules 1999, 32, 2861;
13. [5b] H. Nakako, Y. Mayahara, R. Nomura, M. Tabata, T. Masuda, Macromolecules 2000, 33, 3978.
14. [6a] H.-Z. Tang, Y. Lu, G. Tian, M. D. Capracotta, B. M. Novak, J. Am. Chem. Soc. 2004, 126, 3722;
15. [6b] B. L. Feringa, R. A. van Delden, N. Koumura, E. M. Geertsema, Chem. Rev. 2000, 100, 1789;
16. [6c] K. Maeda, Y. Okamoto, Macromolecules 1998, 31, 5164.
17. [7a] J. R. Nitschke, D. Schultz, G. Bernardinelli, D. Gerard, J. Am. Chem. Soc. 2004, 126, 16538;
18. [7b] T. Shutova, K.-D. Irrgang, V. Shubin, V. V. Klimov, G. Renger, Biochemistry 1997, 36, 6350.
19. [8a] K. S. Broo, H. Nilsson, J. Nilsson, A. Flodberg, L. Baltzer, J. Am. Chem. Soc. 1998, 120, 4063;
20. [8b] R. Purrello, A. Raudino, L. Monsu Scolaro, A. Loisi, B. Bellacchio, R. Lauceri, J. Phys. Chem. B 2000, 104, 10900.
21. [9a] J. Barbera, L. Puig, P. Romero, J. L. Serrano, T. Sierra, J. Am. Chem. Soc. 2005, 127, 458;
22. [9b] S. Wu, F. Zeng, S. Yao, Z. Tong, W. She, D. Luo, Macromolecules 2003, 36, 9292;
23. [9c] J. C. Nelson, J. G. Saven, J. S. Moore, P. Wolynes, Science 1997, 277, 1793;
24. [9d] S. Lahiri, J. L. Thompson, J. S. Moore, J. Am. Chem. Soc. 2000, 122, 11315;
25. [9e] C. Kubel, M. J. Mio, J. S. Moore, D. C. Martin, J. Am. Chem. Soc. 2002, 124, 8605.
26. Y. Ashida, T. Sato, K. Morino, K. Maeda, Y. Okamoto, E. Yashima, Macromolecules 2003, 36, 3345.
27. [11a] X. Zhu, L. Chen, P. Yan, Q. Chen, Y. Yao, Y. Xiao, J. Hou, J. Li, Langmuir 2004, 20, 484;
28. [11b] H. Okumura, Y. Kawaguchi, A. Harada, Macromolecules 2001, 34, 6338;
29. [11c] I. N. Topchieva, P. Mischnick, O. Kuhn, V. A. Polyakov, S. V. Elezkaya, G. I. Bystryzky, K. I. Karezin, Bioconjugate Chem. 1998, 9, 676.
30. [12a] M. Lee, S.-J. Lee, L.-H. Jiang, J. Am. Chem. Soc. 2004, 126, 12724;
31. [12b] B. S. Li, K. K. L. Cheuk, L. Ling, J. Chen, X. Xiao, C. Bai, B. Z. Tang, Macromolecules 2003, 36, 77;
32. [12c] M. Asakawa, G. Brancato, M. Fanti, D. A. Leigh, T. Shimizu, A. M. Z. Slawin, J. K. Y. Wong, F. Zerbetto, S. Zhang, J. Am. Chem. Soc. 2002, 124, 2939.
33. [13a] Z. Cai, M. D. Sevilla, J. Phys. Chem. B 2000, 104, 6942;
34. [13b] K. Enander, G. T. Dolphin, L. K. Andersson, B. Liedberg, I. Lundstrom, L. Baltzer, J. Org. Chem. 2002, 67, 3120;
35. [13c] K. Fujita, S. Kimura, Y. Imanishi, Langmuir 1999, 15, 4377.
36. E. Yashima, K. Maeda, O. Sato, J. Am. Chem. Soc. 2001, 123, 8159.
37. [15a] J. W. Park, H. E. Song, S. Y. Lee, J. Phys. Chem. B 2002, 106, 5177;
38. [15b] R. Auzely-Velty, M. Rinaudo, Macromolecules 2001, 34, 3574;
39. [15c] H. J. Schneider, F. Hacket, V. Rudiger, H. Ikeda, Chem. Rev. 1998, 98, 1755.
40. Y. Liu, Y.-M. Zhang, A.-D. Qi, R.-T. Chen, K. Yamamoto, T. Wada, Y. Inoue, J. Org. Chem. 1997, 62, 1826.
41. [17a] Y. Morishima, Y. Tominaga, S. Nomura, M. Kamachi, Macromolecules 1992, 25, 861;
42. [17b] C. L. McCormick, C. E. Hoyle, M. D. Clark, Macromolecules 1990, 23, 3124;
43. [17c] A. Altomare, C. Carlini, M. Panattoni, R. Solaro, Macromolecules 1984, 17, 2207;
44. [17d] M. Yanagioka, H. Kurita, T. Yamaguchi, S. I. Nakao, Ind. Eng. Chem. Res. 2003, 42, 380;
45. [17e] S. Sen, D. Sukul, P. Dutta, K. Bhattacharyya, J. Phys. Chem. A 2001, 105, 10635.
46. [18a] D. Yana, T. Takahashi, H. Mihara, A. Ueno, Macromol. Chem. Phy. 2004, 25, 577;
47. [18b] D. Yana, T. Shimizu, K. Hamasaki H. Mihara, A. Ueno, Macromol. Chem. Phy. 2002, 23, 11;
48. [18c] M. A. Hossain, S. Matsumura, T. Kanai, K. Hamasaki, H. Mihara, A. Ueno, J. Chem. Soc. Perkin Trans. 2000, 2, 1527.
49. Supporting information for fluorescence spectra of complex polymer A and polymer C with β-CD.
50. [20a] S. Y. Park, Y. Kawakami, Macromol. Chem. Phy. 2005, 206, 533;
51. [20b] H. S. Oh, I. Imae, Y. Kawakami, Chirality 2003, 15, 231;
52. [20c] H. S. Oh, L. S. Park, Y. Kawakami, Chirality 2003, 15, 646;
53. [20d] F. Clardelll, C. Righlni, J. Phys. Chem. 1977, 81, 1948.
54. [21a] M. M. Bobek, D. Krois, U. H. Brinker, Org. Lett. 2000, 2, 1999;
55. [21b] G. Grabner, S. Monti, G. Marconi, B. Mayer, C. Klein, G. Kohler, J. Phys. Chem. 1996, 100, 20068;
56. [21c] K. Kano, H. Hasegawa, J. Am. Chem. Soc. 2001, 123, 10616.
57. J. S. Aspler, J. E. Guillet, Macromolecules 1979, 12, 1082.
58. [23a] K. Ucnishi, I. Imae, E. Shirakawa, Y. Kawakami, Macromolecules 2002, 35, 2455;
59. [23b] Y. Kawakami, S. Y. Park, K. Uenishi, M. Oishi, I. Imae, Polym. Int. 2003, 52, 1619;
60. [23c] Y. Kawakami, K. Takeyama, S. Shinke, K. Uenishi, S. Y. Park, Y. Kakihana, Design Monom. Polym. 2004, 7, 119.