DOI QR코드

DOI QR Code

Dehydrogenative Polymerization of New Alkylsilanes Catalyzed by $Cp_2MCl_2$/Red-Al System (M=Ti, Hf): Synthesis of Poly(substituted 3-phenyl-1-silabutanes)


Abstract

Substituted 3-phenyl-1-silabutanes such as 3-phenyl-1-silabutane (1), 3-(2,5-dimethylphenyl)-1-silabutane (2), 3-(p-chlorotolyl)-1-silabutane (3), and 3-naphthyl-1-silabutane (4) were prepared in 62-96% yield by reduction of the corresponding substituted 3-phenyl-1,1-dichloro-1-silabutanes with LiAlH4. The dehydrogenative polymerization of the monomer silanes was carried out with Cp2MCl2/Red-Al (M=Ti, Hf) catalyst system. The molecular weight of the polymers produced ranged from 700 to 1300 (vs polystyrene) with degree of polymerization (DP) of 5 through 16 and with polydispersity index (PDI)=1.1-2.1. The dehydrogenative polymerization of the monomer silanes with Cp2TiCl2/Red-Al catalyst system occurred at a faster rate and produced somewhat higher molecular weights of polysilane than that with Cp2HfCl2/Red-Al catalyst system.

Keywords

References

  1. Chem. Rev. v.89 Miller, R. D.;Michl, J.
  2. J. Organomet. Chem. v.300 West, R.
  3. Silicon-based Polymer Science Ziegler, J. M.;Fearon, F. W. G.
  4. Can. J. Chem. v.65 Aitken, C.;Harrod, J. F.;Gill, U. S.
  5. Organometallics v.6 Harrod, J. F.;Yun, S. S.
  6. Organometallics v.8 Aitken, C.;Barry, J.-P.;Gauvin, F.;Harrod, J. F.;Malek, A.;Rousseau, D.
  7. Organometallics v.9 Harrod, J. F.;Ziegler, T.;Tschinke, V.
  8. J. Am. Chem. Soc. v.111 Woo, H.-G.;Tilley, T. D.
  9. J. Am. Chem. Soc. v.111 Woo, H.-G.;Tilley, T. D.
  10. J. Am. Chem. Soc. v.114 Woo, H.-G.;Heyn, R. H.;Tilley, T. D.
  11. J. Am. Chem. Soc. v.114 Woo, H.-G.;Walzer, J. F.;Tilley, T. D.
  12. Organometallics v.10 Nolan, S. P.;Porchia, M.;Marks, T. J.
  13. Organometallics v.10 Forsyth, C. M.;Nolan, S. P.;Marks, T. J.
  14. Macromolecules v.24 Woo, H.-G.;Walzer, J. F.;Tilley, T. D.
  15. Chem. Mater. v.5 Imori, T.;Woo, H.-G.;Walzer, J. F.;Tilley, T. D.
  16. NATO ASI Series E: Appl. Sci. no.141 in Transformation of Organometallics into Common and Exotic Materials: Design and Activation Harrod, J. F.;Laine, R. M.(ed.)
  17. Inorganic and Organometallic Polymers and Oligomers Mu, Y.;Harrod, J. F.;Harrod, J. F.(ed.);Laine, R. M.(ed.)
  18. Woo, H.-G.;Harrod, J. F.
  19. Acc. Chem. Res. v.26 Tilley, T. D.
  20. J. Polym. Sci.,Part A: Polym. Chem. v.26 Wolff, A. R.;Nozue, I.;Maxka, J.;West, R.
  21. Organometallics v.10 Maxka, J.;Mitter, F. K.;Powell, D. R.;West, R.
  22. Organometallics v.10 Banovetz, J. P.;Stein, K. M.;Waymouth, R. M.
  23. Organometallics v.12 Corey, J. Y.;Huhmann, J. L.;Zhu, X.-H.
  24. Organometallics v.12 Li, H.;Butler, I. S.;Harrod, J. F.
  25. Organometallics v.8 Campbell, W. H.;Hilty, T. K.
  26. Organometallics v.13 Lee, B. W.;Yoo, B. R.;Kim, S.-I.;Jung, I. N.
  27. Organometallics v.12 Li, H.;Gauvin, F.;Harrod, J. F.

Cited by

  1. Dehydrocoupling of Bis(silyl)alkylbenzenes to Network Polysilanes, Catalyzed by Group 4 Metallocene Combination vol.3, pp.1, 1995, https://doi.org/10.13160/ricns.2010.3.1.001