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Volumn 579, Issue 1-2, 1999, Pages 376-384

Bulky peralkylated cyclopentadienes by extension of Jutzi's pentamethylcyclopentadiene procedure

Author keywords

Manganese; Peralkylated cyclopentadienes; X ray crystal structure

Indexed keywords


EID: 0001143652     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(99)00028-5     Document Type: Article
Times cited : (28)

References (43)
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    • see for example: W.A. Herrmann, J.K. Felixberger, E. Herdtweck, A. Schäfer, J. Okuda, Angew. Chem. 99 (1987) 466; Angew. Chem. Int. Ed. Engl. 26 (1987) 466.
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    • P. Jutzi, Chem. Rev. 86 (1986) 894; P. Jutzi, Adv. Organomet. Chem. 26 (1986) 217; P. Jutzi, Pure Appl. Chem. 61 (1989) 1731; P. Jutzi, Pure Appl. Chem. 62 (1990) 1035; P. Jutzi, J. Organomet. Chem. 400 (1990) 1.
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    • P. Jutzi, Chem. Rev. 86 (1986) 894; P. Jutzi, Adv. Organomet. Chem. 26 (1986) 217; P. Jutzi, Pure Appl. Chem. 61 (1989) 1731; P. Jutzi, Pure Appl. Chem. 62 (1990) 1035; P. Jutzi, J. Organomet. Chem. 400 (1990) 1.
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    • P. Jutzi, Chem. Rev. 86 (1986) 894; P. Jutzi, Adv. Organomet. Chem. 26 (1986) 217; P. Jutzi, Pure Appl. Chem. 61 (1989) 1731; P. Jutzi, Pure Appl. Chem. 62 (1990) 1035; P. Jutzi, J. Organomet. Chem. 400 (1990) 1.
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    • P. Jutzi, Chem. Rev. 86 (1986) 894; P. Jutzi, Adv. Organomet. Chem. 26 (1986) 217; P. Jutzi, Pure Appl. Chem. 61 (1989) 1731; P. Jutzi, Pure Appl. Chem. 62 (1990) 1035; P. Jutzi, J. Organomet. Chem. 400 (1990) 1.
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    • P. Jutzi, Chem. Rev. 86 (1986) 894; P. Jutzi, Adv. Organomet. Chem. 26 (1986) 217; P. Jutzi, Pure Appl. Chem. 61 (1989) 1731; P. Jutzi, Pure Appl. Chem. 62 (1990) 1035; P. Jutzi, J. Organomet. Chem. 400 (1990) 1.
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    • 2] have been used in one single experiment: P. Jutzi, U. Meyer, B. Krebs, M. Dartmann, Angew. Chem. 98 (1986) 894; Angew. Chem. Int. Ed. Engl. 25 (1986) 919.
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    • 4R; R = H, Me, primary and secondary alkyl groups, recently even tertiary alkyl groups have become feasible: K.E. du Plooy, J. du Toit, D.C. Levendis, N.J. Coville, J. Organomet. Chem. 508 (1996) 231; and H. Schumann, K. Zietzke, F. Erbstein, R. Weimann, J. Organomet. Chem. 520 (1996) 265. For other examples see: J. Okuda, K.H. Zimmermann, J. Organomet. Chem. 344 (1988) C1 (alkenyl side chain), J.F. Buzinkai, R.R. Schrock, Organometallics 6 (1987) 1447 (alkinyl side chain), and U. Siemeling, J. Chem. Soc. Chem. Commun. (1992) 1335 (polyether side chain).
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    • 4R; R = H, Me, primary and secondary alkyl groups, recently even tertiary alkyl groups have become feasible: K.E. du Plooy, J. du Toit, D.C. Levendis, N.J. Coville, J. Organomet. Chem. 508 (1996) 231; and H. Schumann, K. Zietzke, F. Erbstein, R. Weimann, J. Organomet. Chem. 520 (1996) 265. For other examples see: J. Okuda, K.H. Zimmermann, J. Organomet. Chem. 344 (1988) C1 (alkenyl side chain), J.F. Buzinkai, R.R. Schrock, Organometallics 6 (1987) 1447 (alkinyl side chain), and U. Siemeling, J. Chem. Soc. Chem. Commun. (1992) 1335 (polyether side chain).
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    • Schumann, H.1    Zietzke, K.2    Erbstein, F.3    Weimann, R.4
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    • alkenyl side chain
    • 4R; R = H, Me, primary and secondary alkyl groups, recently even tertiary alkyl groups have become feasible: K.E. du Plooy, J. du Toit, D.C. Levendis, N.J. Coville, J. Organomet. Chem. 508 (1996) 231; and H. Schumann, K. Zietzke, F. Erbstein, R. Weimann, J. Organomet. Chem. 520 (1996) 265. For other examples see: J. Okuda, K.H. Zimmermann, J. Organomet. Chem. 344 (1988) C1 (alkenyl side chain), J.F. Buzinkai, R.R. Schrock, Organometallics 6 (1987) 1447 (alkinyl side chain), and U. Siemeling, J. Chem. Soc. Chem. Commun. (1992) 1335 (polyether side chain).
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    • Okuda, J.1    Zimmermann, K.H.2
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    • alkinyl side chain
    • 4R; R = H, Me, primary and secondary alkyl groups, recently even tertiary alkyl groups have become feasible: K.E. du Plooy, J. du Toit, D.C. Levendis, N.J. Coville, J. Organomet. Chem. 508 (1996) 231; and H. Schumann, K. Zietzke, F. Erbstein, R. Weimann, J. Organomet. Chem. 520 (1996) 265. For other examples see: J. Okuda, K.H. Zimmermann, J. Organomet. Chem. 344 (1988) C1 (alkenyl side chain), J.F. Buzinkai, R.R. Schrock, Organometallics 6 (1987) 1447 (alkinyl side chain), and U. Siemeling, J. Chem. Soc. Chem. Commun. (1992) 1335 (polyether side chain).
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    • polyether side chain
    • 4R; R = H, Me, primary and secondary alkyl groups, recently even tertiary alkyl groups have become feasible: K.E. du Plooy, J. du Toit, D.C. Levendis, N.J. Coville, J. Organomet. Chem. 508 (1996) 231; and H. Schumann, K. Zietzke, F. Erbstein, R. Weimann, J. Organomet. Chem. 520 (1996) 265. For other examples see: J. Okuda, K.H. Zimmermann, J. Organomet. Chem. 344 (1988) C1 (alkenyl side chain), J.F. Buzinkai, R.R. Schrock, Organometallics 6 (1987) 1447 (alkinyl side chain), and U. Siemeling, J. Chem. Soc. Chem. Commun. (1992) 1335 (polyether side chain).
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    • note
    • -1. Hydrogen atoms have been localized using the riding model provided with SHELXL-97.
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    • 0000239076 scopus 로고    scopus 로고
    • If no methyl groups are present to fill the gaps, up to six isopropyl substituents can be accomodated easily without significant steric strain: Five out of six structurally characterized 1,1′,2,2′,4,4′-hexaisopropylmetallocenes of 3d transition metals uniformly show a centrosymmetric conformation with the methine C-H bond of the isolated isopropyl groups in 4 and 4′ position oriented towards the metal and the respective methyl groups stretched out close to the ring plane, one example exhibits a more eclipsed conformation: D.J. Burkey, M.L. Hays, R.E. Duderstadt, T.P. Hanusa, Organometallics 16 (1997) 1465; J.S. Overby, N.J. Schoell, T.P. Hanusa, J. Organomet. Chem. 560 (1998) 15, and Ref. [23].
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    • Burkey, D.J.1    Hays, M.L.2    Duderstadt, R.E.3    Hanusa, T.P.4
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    • 0032525515 scopus 로고    scopus 로고
    • and Ref. [23]
    • If no methyl groups are present to fill the gaps, up to six isopropyl substituents can be accomodated easily without significant steric strain: Five out of six structurally characterized 1,1′,2,2′,4,4′-hexaisopropylmetallocenes of 3d transition metals uniformly show a centrosymmetric conformation with the methine C-H bond of the isolated isopropyl groups in 4 and 4′ position oriented towards the metal and the respective methyl groups stretched out close to the ring plane, one example exhibits a more eclipsed conformation: D.J. Burkey, M.L. Hays, R.E. Duderstadt, T.P. Hanusa, Organometallics 16 (1997) 1465; J.S. Overby, N.J. Schoell, T.P. Hanusa, J. Organomet. Chem. 560 (1998) 15, and Ref. [23].
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    • Overby, J.S.1    Schoell, N.J.2    Hanusa, T.P.3
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    • note
    • -1. Hydrogen atoms have been localized using the riding model provided with SHELXL-97.
  • 39
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    • H. Schumann, A. Lentz, R. Weimann, J. Pickardt, Angew. Chem. 106 (1994) 1827; Angew. Chem. Int. Ed. Engl. 33 (1994) 1731; L.D. Field, T.W. Hambley, P.A. Humphrey, C.M. Lindall, G.J. Gainsford, A.F. Masters, T.G. St. Pierre, J. Webb, Aust. J. Chem. 48 (1995) 851.
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    • Schumann, H.1    Lentz, A.2    Weimann, R.3    Pickardt, J.4
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    • H. Schumann, A. Lentz, R. Weimann, J. Pickardt, Angew. Chem. 106 (1994) 1827; Angew. Chem. Int. Ed. Engl. 33 (1994) 1731; L.D. Field, T.W. Hambley, P.A. Humphrey, C.M. Lindall, G.J. Gainsford, A.F. Masters, T.G. St. Pierre, J. Webb, Aust. J. Chem. 48 (1995) 851.
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 1731


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.