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Volumn 122, Issue 5, 2000, Pages 958-959

Stereospecific living Ziegler-Natta polymerization of 1-hexene [5]

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; BORIC ACID; CHLOROBENZENE; ETHYLENE; PROPYLENE;

EID: 0034624408     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja993808w     Document Type: Letter
Times cited : (261)

References (39)
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    • For recent reviews regarding the development of homogeneous Ziegler-Natta polymerization catalysts, including the stereospecific polymerization of propene, see: (a) Brintzinger, H. H.; Fischer, D.; Mulhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143-1170. (b) Britovsek, G. J. P.; Gibson, V. C.; Wass, D. F. Angew. Chem., Int. Ed. Engl. 1999, 38, 428-447.
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    • Kesti, M.R.1    Coates, G.W.2    Waymouth, R.M.3
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    • For recent stereospecific Ziegler-Natta polymerizations of α-olefins other than propene see: (a) Asanuma, T.; Nishimori, Y.; Ito, M.; Uchikawa, N.; Shiomura, T. Polym. Bull. 1991, 25, 567-570. (b) Coughlin, E. B.; Bercaw, J. E. J. Am. Chem. Soc. 1992, 114, 7606-7607. (c) Kesti, M. R.; Coates, G. W.; Waymouth, R. M. J. Am. Chem. Soc. 1992, 114, 9679-9680. (d) Babu, G. N.; Newmark, R. A.; Chien, J. C. W. Macromolecules 1994, 27, 3383-3388. (e) van der Linden, A.; Schaverien, C. J.; Meijboom, N.; Ganter, C.; Orpen, A. G. J. Am. Chem. Soc. 1995, 117, 3008-3021. (f) Yamaguchi, Y.; Suzuki, N.; Fries, A.; Mise, T.; Koshino, H.; Ikegami, Y.; Ohmori, H.; Matsumoto, A. J. Polym. Sci. A: Polym. Chem. 1999, 37, 283-292. (g) Stehling, U. M.; Stein, K. M.; Fischer, D.; Waymouth, R. M. Macromolecules 1999, 32, 14-20.
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    • For recent stereospecific Ziegler-Natta polymerizations of α-olefins other than propene see: (a) Asanuma, T.; Nishimori, Y.; Ito, M.; Uchikawa, N.; Shiomura, T. Polym. Bull. 1991, 25, 567-570. (b) Coughlin, E. B.; Bercaw, J. E. J. Am. Chem. Soc. 1992, 114, 7606-7607. (c) Kesti, M. R.; Coates, G. W.; Waymouth, R. M. J. Am. Chem. Soc. 1992, 114, 9679-9680. (d) Babu, G. N.; Newmark, R. A.; Chien, J. C. W. Macromolecules 1994, 27, 3383-3388. (e) van der Linden, A.; Schaverien, C. J.; Meijboom, N.; Ganter, C.; Orpen, A. G. J. Am. Chem. Soc. 1995, 117, 3008-3021. (f) Yamaguchi, Y.; Suzuki, N.; Fries, A.; Mise, T.; Koshino, H.; Ikegami, Y.; Ohmori, H.; Matsumoto, A. J. Polym. Sci. A: Polym. Chem. 1999, 37, 283-292. (g) Stehling, U. M.; Stein, K. M.; Fischer, D.; Waymouth, R. M. Macromolecules 1999, 32, 14-20.
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    • Van Der Linden, A.1    Schaverien, C.J.2    Meijboom, N.3    Ganter, C.4    Orpen, A.G.5
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    • 0033080264 scopus 로고    scopus 로고
    • For recent stereospecific Ziegler-Natta polymerizations of α-olefins other than propene see: (a) Asanuma, T.; Nishimori, Y.; Ito, M.; Uchikawa, N.; Shiomura, T. Polym. Bull. 1991, 25, 567-570. (b) Coughlin, E. B.; Bercaw, J. E. J. Am. Chem. Soc. 1992, 114, 7606-7607. (c) Kesti, M. R.; Coates, G. W.; Waymouth, R. M. J. Am. Chem. Soc. 1992, 114, 9679-9680. (d) Babu, G. N.; Newmark, R. A.; Chien, J. C. W. Macromolecules 1994, 27, 3383-3388. (e) van der Linden, A.; Schaverien, C. J.; Meijboom, N.; Ganter, C.; Orpen, A. G. J. Am. Chem. Soc. 1995, 117, 3008-3021. (f) Yamaguchi, Y.; Suzuki, N.; Fries, A.; Mise, T.; Koshino, H.; Ikegami, Y.; Ohmori, H.; Matsumoto, A. J. Polym. Sci. A: Polym. Chem. 1999, 37, 283-292. (g) Stehling, U. M.; Stein, K. M.; Fischer, D.; Waymouth, R. M. Macromolecules 1999, 32, 14-20.
    • (1999) J. Polym. Sci. A: Polym. Chem. , vol.37 , pp. 283-292
    • Yamaguchi, Y.1    Suzuki, N.2    Fries, A.3    Mise, T.4    Koshino, H.5    Ikegami, Y.6    Ohmori, H.7    Matsumoto, A.8
  • 9
    • 0032737270 scopus 로고    scopus 로고
    • For recent stereospecific Ziegler-Natta polymerizations of α-olefins other than propene see: (a) Asanuma, T.; Nishimori, Y.; Ito, M.; Uchikawa, N.; Shiomura, T. Polym. Bull. 1991, 25, 567-570. (b) Coughlin, E. B.; Bercaw, J. E. J. Am. Chem. Soc. 1992, 114, 7606-7607. (c) Kesti, M. R.; Coates, G. W.; Waymouth, R. M. J. Am. Chem. Soc. 1992, 114, 9679-9680. (d) Babu, G. N.; Newmark, R. A.; Chien, J. C. W. Macromolecules 1994, 27, 3383-3388. (e) van der Linden, A.; Schaverien, C. J.; Meijboom, N.; Ganter, C.; Orpen, A. G. J. Am. Chem. Soc. 1995, 117, 3008-3021. (f) Yamaguchi, Y.; Suzuki, N.; Fries, A.; Mise, T.; Koshino, H.; Ikegami, Y.; Ohmori, H.; Matsumoto, A. J. Polym. Sci. A: Polym. Chem. 1999, 37, 283-292. (g) Stehling, U. M.; Stein, K. M.; Fischer, D.; Waymouth, R. M. Macromolecules 1999, 32, 14-20.
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    • Stehling, U.M.1    Stein, K.M.2    Fischer, D.3    Waymouth, R.M.4
  • 10
    • 0000263153 scopus 로고
    • For the living Ziegler-Natta polymerization of α-olefins, see: (a) Doi, Y.; Suzuki, S.; Soga, K. Macromolecules 1986, 19, 2896-2900. (b) Scollard, J. D.; McConville, D. H. J. Am. Chem. Soc. 1996, 118, 10008-10009. (c) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830-3831. (d) Killian, C. M.; Tempel, D. J.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc 1996, 118, 11664-11665. (e) Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1998, 31, 3184-3188.
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    • For the living Ziegler-Natta polymerization of α-olefins, see: (a) Doi, Y.; Suzuki, S.; Soga, K. Macromolecules 1986, 19, 2896-2900. (b) Scollard, J. D.; McConville, D. H. J. Am. Chem. Soc. 1996, 118, 10008-10009. (c) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830-3831. (d) Killian, C. M.; Tempel, D. J.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc 1996, 118, 11664-11665. (e) Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1998, 31, 3184-3188.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 10008-10009
    • Scollard, J.D.1    McConville, D.H.2
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    • 0030991940 scopus 로고    scopus 로고
    • For the living Ziegler-Natta polymerization of α-olefins, see: (a) Doi, Y.; Suzuki, S.; Soga, K. Macromolecules 1986, 19, 2896-2900. (b) Scollard, J. D.; McConville, D. H. J. Am. Chem. Soc. 1996, 118, 10008-10009. (c) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830-3831. (d) Killian, C. M.; Tempel, D. J.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc 1996, 118, 11664-11665. (e) Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1998, 31, 3184-3188.
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  • 13
    • 0029860908 scopus 로고    scopus 로고
    • For the living Ziegler-Natta polymerization of α-olefins, see: (a) Doi, Y.; Suzuki, S.; Soga, K. Macromolecules 1986, 19, 2896-2900. (b) Scollard, J. D.; McConville, D. H. J. Am. Chem. Soc. 1996, 118, 10008-10009. (c) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830-3831. (d) Killian, C. M.; Tempel, D. J.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc 1996, 118, 11664-11665. (e) Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1998, 31, 3184-3188.
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    • Killian, C.M.1    Tempel, D.J.2    Johnson, L.K.3    Brookhart, M.4
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    • 0032073280 scopus 로고    scopus 로고
    • For the living Ziegler-Natta polymerization of α-olefins, see: (a) Doi, Y.; Suzuki, S.; Soga, K. Macromolecules 1986, 19, 2896-2900. (b) Scollard, J. D.; McConville, D. H. J. Am. Chem. Soc. 1996, 118, 10008-10009. (c) Baumann, R.; Davis, W. M.; Schrock, R. R. J. Am. Chem. Soc. 1997, 119, 3830-3831. (d) Killian, C. M.; Tempel, D. J.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc 1996, 118, 11664-11665. (e) Hagihara, H.; Shiono, T.; Ikeda, T. Macromolecules 1998, 31, 3184-3188.
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    • note
    • We define a stereospecific polymerization as one that can provide a particular polymer microstructure with >95% selectivity at the pentad level of analysis.
  • 16
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    • The stereospecific living polymerization of a functionalized α-olefin, i.e., methyl methacrylate, has been achieved using lanthanide-based catalysts that effect polymerization through an enolate mechanism that is distinctly different than the Ziegler-Natta process, see: (a) Yasuda, H.; Yamamoto, H.; Yokota, K.; Miyake, S.; Nakamura, A. J. Am. Chem. Soc. 1992, 114, 4908-4910. (b) Giardello, M. A.; Yamamoto, Y.; Brard, L.; Marks, T. J J. Am. Chem. Soc. 1995, 117, 3276-3277.
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    • Yasuda, H.1    Yamamoto, H.2    Yokota, K.3    Miyake, S.4    Nakamura, A.5
  • 17
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    • The stereospecific living polymerization of a functionalized α-olefin, i.e., methyl methacrylate, has been achieved using lanthanide-based catalysts that effect polymerization through an enolate mechanism that is distinctly different than the Ziegler-Natta process, see: (a) Yasuda, H.; Yamamoto, H.; Yokota, K.; Miyake, S.; Nakamura, A. J. Am. Chem. Soc. 1992, 114, 4908-4910. (b) Giardello, M. A.; Yamamoto, Y.; Brard, L.; Marks, T. J J. Am. Chem. Soc. 1995, 117, 3276-3277.
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    • note
    • Details provided in the Supporting Information.
  • 26
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    • note
    • Full spectroscopic characterizations of 1-4, including crystallographic analyses, will be presented elsewhere.
  • 32
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    • note
    • 13C NMR spectral analyses of poly(1-hexene) microstructure, see: (a) Reference 2d. (b) Asakura, T.; Demura, M.; Nishiyama, Y. Macromolecules 1991, 24, 2334-2340.
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    • 13C NMR spectral analyses of poly(1-hexene) microstructure, see: (a) Reference 2d. (b) Asakura, T.; Demura, M.; Nishiyama, Y. Macromolecules 1991, 24, 2334-2340.
    • (1991) Macromolecules , vol.24 , pp. 2334-2340
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    • note
    • 2 = 1.29; activity = 0.05; yield = 0.4% (14 h)], see: Fukui, Y.; Murata, M.; Soga, K. Macromol. Rapid Commun. 1999, 20, 637-640.


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