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Publicly Available Published by De Gruyter February 24, 2010

Alternating dialkylsilylene-divinylarene copolymers

  • Tien-Yau Luh

A summary of recent advances in the chemistry and photophysics of alternating dialkylsilylene-divinylarene copolymers is presented. The silicon moieties are considered to be insulating tetrahedral spacers in these copolymers. The substituents on silicon can readily be tuned, and the steric environment of these substituents around the silicon may dictate the conformation (or helicity) of the copolymers (the Thorpe–Ingold effect) and hence their photophysical properties. Because different chromophores can be regioregularly introduced into the polymeric chain, these copolymers have been used as models to study energy transfer and photoinduced electron transfer (PET), as well as chiroptical transfer.


Conference

International Conference on Heteroatom Chemistry (ICHAC-9), International Conference on Heteroatom Chemistry, ICHAC, Heteroatom Chemistry, 9th, Oviedo, Spain, 2009-06-30–2009-07-04


References

1a 10.1021/cr00096a006, R. D. Miller, J. Michl. Chem. Rev.89, 1359 (1989).Search in Google Scholar

1b 10.1016/0022-328X(86)84068-2, R. West. J. Organomet. Chem.300, 327 (1986).Search in Google Scholar

1c 10.1021/ja00414a061, R. West, L. D. David, P. I. Djurovich, K. L. Stearley, K. S. V. Srinivasan, H. Yu. J. Am. Chem. Soc.103, 7352 (1981).Search in Google Scholar

1d 10.1021/cr00037a014, M. Birot, J.-P. Pillot, J. Dunoguès. Chem. Rev.95, 1443 (1995).Search in Google Scholar

2a 10.1016/0277-5387(96)00203-3, I. Manners. Polyhedron15, 4311 (1996).Search in Google Scholar

2b 10.1002/(SICI)1521-4044(199808)49:8<379::AID-APOL379>3.0.CO;2-Z, J. Ohshita, A. Kunai. Acta Polym.49, 379 (1998) and refs. therein.Search in Google Scholar

2c M. Bruma, B. Schulz. J. Macromol. Sci. Polym. Rev.41, 1 (2001).Search in Google Scholar

3 10.1002/(SICI)1521-3773(20000417)39:8<1376::AID-ANIE1376>3.0.CO;2-S, R. J. P. Corriu. Angew. Chem., Int. Ed.39, 1376 (2000).Search in Google Scholar

4 10.1021/ma961081f, M. Itoh, M. Mitsuzaka, K. Iwata, K. Inoue. Macromolecules30, 694 (1997).Search in Google Scholar

5a 10.1021/cm00013a004, P. Chicart, R. J. P. Corriu, J. J. E. Moreau, F. Carnier, A. Yassar. Chem. Mater.3, 8 (1991).Search in Google Scholar

5b 10.1021/ma00006a007, T. J. Barton, S. Ijadi-Maghsoodi, Y. Pang. Macromolecules24, 1257 (1991).Search in Google Scholar

5c 10.1021/om00040a035, M. Ishikawa, T. Hatano, Y. Hasegawa, T. Horio, A. Kunai, A. Miyai, T. Ishida, T. Tsukihara, T. Yamanaka, T. Koike, J. Shioya. Organometallics11, 1604 (1992).Search in Google Scholar

5d 10.1021/ma00034a011, J. Ohshita, A. Matsuguchi, K. Furumori, R.-F. Hong, M. Ishikawa, T. Yamanaka, T. Koike, J. Shioya. Macromolecules25, 2134 (1992).Search in Google Scholar

6a 10.1002/adma.19960081116, H. J. Brouwer, V. V. Krasnikov, A. Hilberer, G. Hadziioannou. Adv. Mater.8, 935 (1996).Search in Google Scholar

6b 10.1002/adma.19930051006, G. G. Malliaras, J. K. Herrema, J. Wildeman, R. H. Wieringa, R. E. Gill, S. S. Lampoura, G. Hadziioannou. Adv. Mater.5, 721 (1993).Search in Google Scholar

6c 10.1021/ma961295x, H. K. Kim, M.-K. Ryu, S.-M. Lee. Macromolecules30, 1236 (1997).Search in Google Scholar

6d 10.1021/ma0003248, S. H. Jung, H. K. Kim, S. H. Kim, Y. H. Kim, S. C. Jeoung, D. Kim. Macromolecules33, 9277 (2000).Search in Google Scholar

6e M. K. Ryu, K. D. Kim, S. M. Lee, S. W. Cho, J. W. Park. Macromolecules31, 1114 (1998).10.1021/ma9711553Search in Google Scholar

7a 10.1021/cr00106a005, For reviews, see: S. E. Webber. Chem. Rev.90, 1469 (1990).Search in Google Scholar

7b 10.1351/pac200577122083, T.-Y. Luh. Pure Appl. Chem.77, 2083 (2005).Search in Google Scholar

7c 10.1039/b609412k, T.-Y. Luh, Y.-J. Cheng. Chem. Commun. 4669 (2006).Search in Google Scholar PubMed

8a 10.1021/ma960398c, M.-C. Fang, A. Watanabe, M. Matsuda. Macromolecules29, 6807 (1996).Search in Google Scholar

8b M.-C. Fang, A. Watanabe, M. Matsuda. Chem. Lett.23, 13 (1994).Search in Google Scholar

8c 10.1016/0022-328X(94)05137-Z, M.-C. Fang, A. Watanabe, M. Matsuda. J. Organomet. Chem.489, 15 (1995).Search in Google Scholar

8d 10.1021/ja00297a009, R. Gleiter, W. Schäfer, H. Sakurai. J. Am. Chem. Soc.107, 3046 (1985).Search in Google Scholar

8e 10.1021/ma021209v, W.-Y. Wong, C.-K. Wong, G.-L. Lu, A. W.-M. Lee, K.-W. Cheah, J.-X. Shi. Macromolecules36, 983 (2003).Search in Google Scholar

9a 10.1007/BF00266163, S. S. Hu, W. P. Weber. Polym. Bull.21, 133 (1989).Search in Google Scholar

9b 10.1021/ma00222a027, S. Ijadi-Maghsoodi, T. J. Barton. Macromolecules23, 4485 (1990).Search in Google Scholar

9c 10.1021/cm00010a008, R. J. P. Corriu, C. Guerin, B. Henner, T. Kuhlmann, A. Jean, F. Garnier, A. Yassar. Chem. Mater.2, 351 (1990).Search in Google Scholar

9d 10.1021/ma00008a062, J. Ohshita, D. Kanaya, M. Ishikawa, T. Koike, T. Yamanaka. Macromolecules24, 2106 (1991).Search in Google Scholar

9e 10.1021/ma00032a036, H. J. Wu, L. V. Interrante. Macromolecules25, 1840 (1992).Search in Google Scholar

9f 10.1021/ma00073a021, Y. Pang, S. Ijadi-Maghsoodi, T. J. Barton. Macromolecules26, 5671 (1993).Search in Google Scholar

9g 10.1021/ma970883n, Y.-J. Miao, G. C. Bazan. Macromolecules30, 7414 (1997).Search in Google Scholar

9h 10.1016/0040-4039(96)00095-0, D. Y. Son, D. Bucca, T. M. Keller. Tetrahedron Lett.37, 1579 (1996).Search in Google Scholar

9i 10.1021/ma9913360, A. Mori, E. Takahisa, H. Kajiro, Y. Nishihara, T. Hiyama. Macromolecules33, 1115 (2000).Search in Google Scholar

9j 10.1021/om950322p, A. Kunai, E. Toyoda, I. Nagamoto, T. Horio, M. Ishikawa. Organometallics15, 75 (1996).Search in Google Scholar

9k 10.1021/ma9717092, H. Li, R. West. Macromolecules31, 2866 (1998).Search in Google Scholar

9l 10.1021/om000302+, J. Ohshita, A. Takada, A. Kunai, K. Komaguchi, M. Shiotani, A. Adachi, K. Sakamaki, K. Okita, Y. Harima, Y. Konugi, K. Yamashita, M. Ishikawa. Organometallics19, 4492 (2000).Search in Google Scholar

9m 10.1021/ja00124a022, S. S. H. Mao, D. Tilley. J. Am. Chem. Soc.117, 5365 (1995).Search in Google Scholar

9n 10.1021/ma034618f, F. Wang, B. R. Kaafarani, D. C. Neckers. Macromolecules36, 8225 (2003).Search in Google Scholar

10a 10.1039/c39810000405, H. Shizuka, H. Obuchi, M. Ishikawa, M. Kumada. J. Chem. Soc., Chem. Commun. 405 (1981).Search in Google Scholar

10b 10.1039/c39820000439, H. Shizuka, Y. Sato, M. Ishikawa, M. Kumada. J. Chem. Soc., Chem. Commun. 439 (1982).Search in Google Scholar

10c 10.1351/pac199365081635, H. Shizuka. Pure Appl. Chem.65, 1635 (1993).Search in Google Scholar

10d 10.1021/ja00801a050, H. Sakurai, M. Kira, T. Uchida. J. Am. Chem. Soc.95, 6826 (1973).Search in Google Scholar

10e 10.1246/cl.1984.1213, H. Sakurai, K. Sakamoto, M. Kira. Chem. Lett. 1213 (1984).Search in Google Scholar

10f 10.1021/j100368a022, H. Sakurai, H. Sugiyama, M. Kira. J. Phys. Chem.94, 1837 (1990).Search in Google Scholar

10g H. Shizuka, Y. Ueki, T. Iizuka, N. Kanamaru. J. Phys. Chem.86, 1837 (1982).Search in Google Scholar

10h R. Gleiter, W. Schaefer, M. G. Steinmetz, C. Yu, L. Li. J. Am. Chem. Soc.116, 932 (1994).Search in Google Scholar

11a 10.1021/ja971373b, R.-M. Chen, K.-M. Chien, K.-T. Wong, B.-Y. Jin, T.-Y. Luh, J.-H. Hsu, W. Fann. J. Am. Chem. Soc.119, 11321 (1997).Search in Google Scholar

11b 10.1016/S0040-4020(97)10218-6, R.-M. Chen, T.-Y. Luh. Tetrahedron54, 1197 (1998).Search in Google Scholar

11c 10.1002/pola.10763, T.-Y. Hwu, S. Basu, R.-M. Chen, Y.-J. Cheng, J.-H. Hsu, W. Fann, T.-Y. Luh. J. Polym. Sci., Part A: Polym. Chem.41, 2218 (2003).Search in Google Scholar

12a 10.1039/b206308e, Y.-J. Cheng, T.-Y. Hwu, J.-H. Hsu, T.-Y. Luh. Chem. Commun. 1978 (2002).Search in Google Scholar PubMed

12b 10.1002/chem.200400472, Y.-J. Cheng, T.-Y. Luh. Chem.—Eur. J.10, 5361 (2004).Search in Google Scholar PubMed

12c 10.1021/ma047713c, Y.-J. Cheng, S. Basu, S.-J. Luo, T.-Y. Luh. Macromolecules38, 1442 (2005).Search in Google Scholar

13a 10.1021/ma070119t, H.-W. Wang, Y.-J. Cheng, C.-H. Chen, T.-S. Lim, W. Fann, C.-L. Lin, T.-Y. Luh. Macromolecules40, 2666 (2007).Search in Google Scholar

13b 10.1021/ma702197k, M.-Y. Yeh, H.-C. Lin, T.-S. Lim, S.-L. Lee, C.-h. Chen, W. Fann, T.-Y. Luh. Macromolecules40, 9238 (2007).Search in Google Scholar

13c 10.1021/ma050140z, Y.-J. Cheng, T.-Y. Luh. Macromolecules38, 4563 (2005).Search in Google Scholar

14 10.1021/ma0347058, Y.-J. Cheng, H. Liang, T.-Y. Luh. Macromolecules36, 5912 (2003).Search in Google Scholar

15a 10.1021/ma070119t, H.-W. Wang, Y.-J. Cheng, C.-H. Chen, T.-S. Lim, W. Fann, C.-L. Lin, T.-Y. Luh. Macromolecules40, 2666 (2007).Search in Google Scholar

15b 10.1021/ma702197k, M.-Y. Yeh, H.-C. Lin, T.-S. Lim, S.-L. Lee, C.-h. Chen, W. Fann, T.-Y. Luh. Macromolecules40, 9238 (2007).Search in Google Scholar

16 10.1039/b709497n, M.-Y. Yeh, H.-C. Lin, S.-L. Lee, C.-h. Chen, T.-S. Lim, W. Fann, T.-Y. Luh. Chem. Commun. 3459 (2007).Search in Google Scholar PubMed

17 10.1021/om049922r, A. Mori, E. Takahisa, Y. Yamamura, T. Kato, A. P. Mudalige, H. Kajiro, K. Hirabayashi, Y. Nishihara, T. Hiyama. Organometallics23, 1755 (2004).Search in Google Scholar

18a 10.1002/adma.19960081116, H. J. Brouwer, V. V. Krasnikov, A. Hilberer, G. Hadziioannou. Adv. Mater.8, 935 (1996).Search in Google Scholar

18b M.-K. Ryu, K. D. Kim, S. M. Lee, S. W. Cho, J. W. Park. Macromolecules31, 1114 (1998).10.1021/ma9711553Search in Google Scholar

18c R.-M. Chen, Z. Deng, S. T. Lee, T.-Y. Luh. In Semiconductive Polymers, ACS Symposium Series, B. R. Hsieh, M. Galvin, Y. Wei (Eds.), Chap. 23, pp. 374–383, American Chemical Society, Washington, DC (1999).Search in Google Scholar

18d 10.1021/ma0003248, S.-H. Jung, H. K. Kim, S.-H. Kim, Y. H. Kim, S. C. Jeoung, D. Kim. Macromolecules33, 9277 (2000).Search in Google Scholar

19 10.1016/j.jorganchem.2006.10.016, J. Ohshita, S. Kangai, H. Yoshida, A. Kunai, S. Kajiwara, Y. Ooyama,Y. Harima. J. Organomet. Chem.692, 801 (2007).Search in Google Scholar

20a 10.1021/ar00009a002, For reviews, see: T.-Y. Luh. Acc. Chem. Res.24, 257 (1991).Search in Google Scholar

20b 10.1351/pac199668010105, T.-Y. Luh. Pure Appl. Chem.68, 105 (1996).Search in Google Scholar

21a 10.1016/S0022-328X(00)93873-7, E. Ojima, M. Kumagai. J. Organomet. Chem.66, C14 (1974).Search in Google Scholar

21b 10.1021/om049878f, T. Lee, I. Jung, K. H. Song, C. Baik, S. Kim, D. Kim, S. O. Kang, J. Ko. Organometallics23, 4184 (2004).Search in Google Scholar

22 10.1016/S0040-4039(00)91094-3, K. Sonogashira, Y. Tohda, N. Hagihara. Tetrahedron Lett. 4467 (1975).Search in Google Scholar

23a 10.1021/cr940337h, For reviews, see: M. E. Jung, G. Piizi. Chem. Rev.105, 1735 (2005).Search in Google Scholar

23b 10.1055/s-1995-4099, P. G. Sammes, D. J. Weller. Synthesis 1205 (1995).Search in Google Scholar

23c 10.1002/1099-0690(200009)2000:18<3117::AID-EJOC3117>3.0.CO;2-5, C. Galli, L. Mandolini. Eur. J. Org. Chem. 3117 (2000).Search in Google Scholar

23d 10.1007/3-540-49451-0_4, U. H. F. Bunz. Top. Curr. Chem.201, 131 (1999).Search in Google Scholar

23e 10.1002/1097-0282(2001)60:6<396::AID-BIP10184>3.0.CO;2-7, C. Toniolo, M. Crisma, F. Formaggio, C. Peggion. Biopolymers60, 396 (2001).Search in Google Scholar

24a 10.1016/S0040-4039(00)97156-9, R. W. Alder, C. M. Maunder, A. G. Orpen. Tetrahedron Lett.31, 6717 (1990).Search in Google Scholar

24b 10.1039/a707389e, R. W. Alder, K. R. Anderson, P. A. Benjes, C. P. Butts, P. A. Koutentis, A. G. Orpen. Chem. Commun. 309 (1998).Search in Google Scholar

24c 10.1021/jo981779m, R. W. Alder, P. R. Allen, D. Hnyk, D. W. H. Rankin, H. E. Robertson, B. A. Smart, R. J. Gillespie, I. Bytheway. J. Org. Chem.64, 4226 (1999).Search in Google Scholar

25 M.-Y. Yeh, T.-Y. Luh. Chem. Asian J.3, 1620 (2008).Search in Google Scholar

26a 10.1021/ja960546e, C. A. van Walree, M. R. P. Roest, W. Schuddeboom, L. W. Jenneskens, J. W. Verhoeven, J. M. Warman, H. Kooijman, A. L. Spek. J. Am. Chem. Soc.118, 8395 (1996).Search in Google Scholar

26b 10.1021/jp992625t, A. Zehnacker, F. Lahmani, C. A. van Walree, L. W. Jenneskens. J. Phys. Chem. A104, 1377 (2000).Search in Google Scholar

27 H.-W. Wang. M.Sc. Thesis, National Taiwan University (2006).Search in Google Scholar

28 10.1021/ma800089d, H.-W. Wang, M.-Y. Yeh, C.-H. Chen, T.-S. Lim, W. Fann, T.-Y. Luh. Macromolecules41, 2762 (2008).Search in Google Scholar

Online erschienen: 2010-2-24
Erschienen im Druck: 2010-2-24

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