Convenient synthesis of fully and partially deuterated stereoregular poly(phenylacetylene)s bearing a carboxy pendant and helicity induction on the polymers with chiral amines and its memory

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 42, Issue 18, 2004, Pages 4711-4722

  Morino, Kazuhide ^a   Asari, Takeshi ^a   Maeda, Katsuhiro ^a   Yashima, Eiji ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

Chiral; Circular dichroism; Degradation; Helix; Isomerization; Isotope effect; Polyacetylenes

Indexed keywords

AMINES; DEGRADATION; ISOMERIZATION; ISOTOPES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RAMAN SPECTROSCOPY; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

CHIRAL; CIRCULAR DICHROISM; HELIX; ISOTOPE EFFECT;

AROMATIC COMPOUNDS;

EID: 4544222362     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/pola.20379     Document Type: Article

References (33)

1. Wiberg, K. B. Chem Rev 1955, 55, 713-743.
2. Halevi, E. A. Prog Phys Org Chem 1963, 1, 109-221.
3. Carter, R. E.; Melander, L. Adv Phys Org Chem 1973, 10, 1-27.
4. Wade, D. Chem-Biol Interact 1999, 117, 191-217.
5. Mislow, K.; Graeve, R.; Gordon, A. J.; Wahl, G. H., Jr. J Am Chem Soc 1964, 86, 1733-1741.
6. Hatzimarinaki, M.; Vassilikogiannakis, G.; Orfanopoulos, M. Tetrahedron Lett 2000, 41, 4667-4670.
7. Rekharsky, M. V.; Inoue, Y. J Am Chem Soc 2002, 124, 12361-12371.
8. Argoni, D.; Eliel, E. L. Top Stereochem 1969, 4, 127-243.
9. Verbit, L. Prog Phys Org Chem 1970, 7, 51-127.
10. Green, M. M.; Andreola, C.; Muñoz, B.; Reidy, M. P.; Zelo, K. J Am Chem Soc 1988, 110, 4063-4065.
11. Green, M. M.; Peterson, N. C.; Sato, T.; Teramoto, A.; Cook, R.; Lifson, S. Science 1995, 268, 1860-1866.
12. Yashima, E.; Matsushima, T.; Okamoto Y. J Am Chem Soc 1995, 117, 11596-11597.
13. Yashima, E.; Matsushima, T.; Okamoto, Y. J Am Chem Soc 1997, 119, 6345-6359.
14. Yashima, E.; Maeda, K.; Nishimura, T. Chem Eur J 2004, 10, 42-51.
15. Yashima, E.; Maeda, K.; Okamoto, Y. Nature 1999, 399, 449-451.
16. Maeda, K.; Morino, K.; Okamoto, Y.; Sato, T.; Yashima, E. J Am Chem Soc 2004, 126, 4329-4342.
17. Simionescu, C. I.; Percec, V. J Polym Sci Polym Lett Ed 1979, 17, 421-429.
18. Simionescu, C. I.; Percec, V. Prog Polym Sci 1982, 18, 133-214.
19. Matsunami, S.; Kakuchi, T.; Ishii, F. Macromolecules 1997, 30, 1074-1078.
20. Kishimoto, Y.; Eckerle, P.; Miyatake, T.; Kainosho, M.; Ono, A.; Ikariya, T.; Noyori, R. J Am Chem Soc 1999, 121, 12035-12044.
21. Saito, A. M.; Maeda, K.; Onouchi, H.; Yashima, E. Macromolecules 2000, 33, 4616-4618.
22. Weber, E.; Hecker, M.; Koepp, E.; Orlia, W.; Czugler, M.; Csöregh, I. J Chem Soc Perkin Trans 2 1988, 1251-1257.
23. Simionescu, C. I.; Percec, V.; Dumitrescu, S. J Polym Sci Polym Chem Ed 1977, 15, 2497-2509.
24. Furlani, A.; Napoletano, C.; Russo, M. V.; Feast, W. J. Polym Bull 1986, 16, 311-317.
25. Simionescu, C. I.; Dumitrescu, S.; Percec, V. J Polym Sci Polym Symp 1978, 64, 209-227.
26. Shirakawa, H.; Ito, T.; Ikeda, S. Polym J 1973, 4, 460-462.
27. Harada, I.; Tasumi, M.; Shirakawa, H.; Ikeda, S. Chem Lett 1978, 1411-1414.
28. Maeda, K.; Goto, H.; Yashima, E. Macromolecules 2001, 34, 1160-1164.
29. Tabata, M.; Sone, T.; Sadahiro, Y. Macromol Chem Phys 1999, 200, 265-282.
30. Tabata, M.; Sone, T.; Mawatari, Y.; Yonemoto, D.; Miyasaka, A.; Fukushima, T.; Sadahiro, Y. Macromol Symp 2003, 192, 75-97.
31. Kong, X.; Lam, J. W. Y.; Tang, B. Z. Macromolecules 1999, 32, 1722-1730.
32. Karim, S. M. A.; Nomura, R.; Masuda, T. J Polym Sci Part A: Polym Chem 2001, 39, 3130-3136.
33. Percec, V.; Rudick, J. G.; Nombel, P.; Buchowicz, W. J Polym Sci Part A: Polym Chem 2002, 40, 3212-3220.