A novel type of optically active helical polymers: Synthesis and characterization of poly(N-propargylureas)

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 46, Issue 12, 2008, Pages 4112-4121

  Deng, Jianping ^a   Luo, Xiaofeng ^a   Zhao, Weiguo ^a   Yang, Wantai ^a  

^a BEIJING UNIVERSITY OF CHEMICAL TECHNOLOGY   (China)

Author keywords

Chiral; Circular dichroism; Conjugated polymers; Helical structure; Polyacetylenes

Indexed keywords

ACETYLENE; CHAINS; CHEMICALS; COBALT; COBALT COMPOUNDS; FARM BUILDINGS; FLUIDS; HYDROGEN; HYDROGEN BONDS; METABOLISM; OPTICAL PROPERTIES; OPTICAL ROTATION; POLYACETYLENES; ROTATION; SOLVENTS; UREA;

(I ,J) CONDITIONS; CHIRAL CENTERS; CONFORMATIONAL TRANSITIONS; HELICAL CONFORMATIONS; HELICAL POLYMERS; HELICAL STRUCTURES; ONE-HANDED; OPTICAL (PET) (OPET); OPTICALLY ACTIVE; RANDOM COILS; SIDE CHAINS; SUBSTITUTED POLYACETYLENES; SYNTHESIS AND CHARACTERIZATION; UREA GROUPS;

POLYMERS;

EID: 45449101181     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.22755     Document Type: Article

References (53)

1. Nowick, J. S. Acc Chem Res 1999, 32, 287-296, and references therein.
2. (a) de Clercq, E., Med Res Rev 2002, 22, 535-565, and references therein;
3. (b) McLaughlin, M.; Palucki, M.; Davies, I. W. Org Lett 2006, 8, 3311-3314;
4. (c) Fioravanti, S.; Marchetti, F.; Morreale, A.; Pellacani, L.; Tardella, P. A. Org Lett 2003, 5, 1019-1021;
5. (d) McCusker, J. E.; Grasso, C. A.; Main, A. D.; McElwee-White, L. Org Lett 1999, 1, 961-964.
6. Hodge, C. N.; Lam, P. Y. S.; Eyermann, C. J.; Jadhav, P. K.; Ru, Y.; Fernandez, C. H.; de Lucca, G. V.; Chang, C.; Kaltenbach, R. F.; Holler, E. R.; Woerner, F.; Daneker, W. F.; Emmett, G.; Calabrese, J. C.; Aldrich, P. E. J Am Chem Soc 1998, 120, 4570-4581.
7. Shia, K. S.; Li, W. T.; Chang, C. M.; Hsu, M. C.; Chem, J. H.; Leong, M. K.; Tseng, S. N.; Lee, C. C.; Lee, Y. C.; Chen, S. J.; Peng, K. C.; Tseng, H. Y.; Chang, Y. L.; Tai, C. L.; Shih, S. R. J Med Chem 2002, 45, 1644-1655.
8. Lam, P. Y. S.; Jadhav, P. K.; Eyermann, C. J.; Hodge, C. N.; Ru, Y.; Bacheler, L. T.; Meek, J. L.; Otto, M. J.; Rayner, M. M.; Wong, Y. N.; Chang, C. H.; Weber, P. C.; Jackson, D. A.; Sharpe, T. R.; Erickson-Viitanen, S. Science 1994, 263, 380-384.
9. (a) Groszek, G. Org Process Res Dev 2002, 6, 759;
10. (b) Wenzel, A. G.; Jacobsen, E. N. J Am Chem Soc 2002, 124, 12964-12965.
11. Sisson, A. L.; Sanchez, V. del A.; Magro, G.; Griffin, A. M. E.; Shah, S.; Charmant, J. P. H.; Davis, A. P. Angew Chem Int Ed 2005, 44, 6878-6881.
12. de Loos, M.; van Esch, J.; Kellogg, R. M.; Feringa, B. L. Angew Chem Int Ed 2001, 40, 613-616.
13. Connon, S. J. Chem Eur J 2006, 12, 5418-5427.
14. Zhou, W. J.; Kurth, M. J.; Hsieh, Y. L.; Krochta, J. M. Macromolecules 1999, 32, 5507-5513.
15. Versteegen, R. M.; Sijbesma, R. P.; Meijer, E. W. Macromolecules 2005, 38, 3176-3184.
16. Huang, Z.; Shi, C.; Enick, R.; Beckman, E. Chem Mater 2002, 14, 4273-4280.
17. (a) Sakurai, S.; Okoshi, K.; Kumaki, J.; Yashima, E. J Am Chem Soc 2006, 128, 5650-5651;
18. (b) Lam, J. W. Y.; Tang, B. Z. Acc Chem Res 2005, 38, 745-754, and reference therein;
19. (c) Maeda K.; Kamiya N.; Yashima E. Chem Eur J 2004, 10, 4000-4010;
20. (d) Nakano, T.; Okamoto, Y. Chem Rev 2001, 101, 4013-4038, and reference therein.
21. (a) Nomura, R.; Tabei, J.; Masuda, T. J Am Chem Soc 2001, 123, 8430-8431;
22. (b) Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2005, 38, 9448-9454.
23. Deng, J. P., Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T.; Macromolecules 2004, 37, 5538-5543.
24. (a) Deng, J. P.; Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2004, 37, 9715-9721;
25. (b) Deng, J. P.; Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2004, 37, 7156-7162;
26. (c) Deng, J. P.; Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2004, 37, 5149-5154;
27. (d) Deng, J. P.; Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromolecules 2004, 37, 1891-1896.
28. Deng, J. P.; Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda, T. Macromol Chem Phys 2004, 205, 1103-1107.
29. (a) Deng, J. P.; Zhao, W. G.; Wang, J. M.; Zhang, Z. G.; Yang, W. T. Macromol Chem Phys 2007, 208, 218-223;
30. (b) Deng, J. P.; Wang, J. M.; Zhao, W. G.; Zhang, Z. G.; Yang, W. T. Macromol Chem Phys 2007, 208, 316-323.
31. Zhang, Z. G.; Deng, J. P.; Zhao, W. G.; Wang, J. M.; Yang, W. T. J Polym Sci Part A: Poly Chem 2007, 45, 500-508.
32. Deng, J. P.; Zhao, W. G.; Yang, W. T. React Funct Polym 2007, 67, 828-835.
33. Schrock, R. R.; Osborn, J. A. Inorg Chem 1970, 9, 2339-2343.
34. Tabata, M.; Sone, T.; Sadahrio, Y. Macromol Chem Phys 1999, 200, 265-282.
35. (a) Green, M. M.; Park, J.-W.; Sato, T.; Teramoto, A.; Lifson, S.; Selinger, R. L. B.; Seling, J. V. Angew Chem Int Ed 1999, 38, 3138-3154;
36. (b) Morino, K.; Watase, N.; Maeda, K.; Yashima, E. Chem Eur J 2004, 10, 4703-4707, and references therein.
37. Saxena, A.; Rai, R.; Ohira, A.; Fujiki M. J Polym Sci Part A: Polym Chem 2004, 42, 4518-4527.
38. (a) Nomura, R.; Nishiura, S.; Tabei, J.; Sanda, F.; Masuda, T. Macromolecules 2003, 36, 5076-5080;
39. (b) Sanda, F.; Nishiura, S.; Shiotsuki, M.; Masuda, T. Macromolecules 2005, 38, 3075-3078.
40. Tang, H. Z.; Fujiki, M.; Sato, T. Macromolecules 2002, 35, 6439-6445.
41. (a) Yilgör, E.; Burgaz, E.; Yurtsever, E.; Yilgör, I. Polymer 2000, 41, 849-857;
42. (b) Chebotareva, N.; Bomans, P. H. H.; Frederik, P. M.; Sommerdijk, N. A. J. M.; Sijbesma, R. P. Chem Commun 2005, 39, 4967-4969.
43. (a) Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866;
44. (b) Palmans, A. R. A.; Vekemans, J. A. J. M.; Havinga, E. E.; Meijer, E. W. Angew Chem Int Ed 1997, 36, 2648-2651.
45. (a) Martin, T.; Obst, U.; Rebek J., Jr. Science, 1998, 281, 1842-1845;
46. (b) Moriuchi, T.; Tamura, T.; Hirao, T. J Am Chem Soc 2002, 124, 9356-9357;
47. (c) Custelcean, R.; Gorbunova, M. G.; Bonnesen, P. V. Chem Eur J 2005, 11, 1459-1466;
48. (d) Reddy, L. S.; Basavoju, S.; Vangala, V. R.; Nangia, A. Cryst Growth Des 2006, 6, 161-173.
49. (a) Tabei, J.; Shiotsuki, M.; Sanda, F.; Masuda T. Macromolecules 2005, 38, 5860-5867;
50. (b) Sanda, F.; Araki, H.; Masuda, T. Macromolecules 2004, 37, 8510-8516.
51. (a) Prince, R. B.; Moore, J. S.; Brunsveld, L.; Meyer, E. W.; Chem Eur J 2001, 7, 4150-4154;
52. (b) Prins, L. J.; Timmerman, P.; Reinhoudt, D. N. J Am Chem Soc 2001, 123, 10153-10163;
53. (c) Green, M. M.; Reidy, M. P.; Johnson, R. J.; Darling, G.; O'Leary, D. J.; Willson, G. J Am Chem Soc 1989, 111, 6452-6454.