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Volumn 296, Issue , 1997, Pages 41-51

Synthesis of new π-donors using the reaction of EDT-TTF with lithium diisopropylamide

Author keywords

Alkylation; Bridged donor; EDT TTF; Lithiation; X ray analysis

Indexed keywords

ALKYLATION; AMINES; CONFORMATIONS; DERIVATIVES; LITHIUM; MOLECULAR ORIENTATION; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL); X RAY ANALYSIS;

EID: 0031370825     PISSN: 1058725X     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (4)

References (19)
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    • Jørgensen, T.; Hansen, T. K.; Becher, J. Chem. Soc. Rev. 1994, 23, 41-51; Adam, M.; Müllen, K. Adv. Mater. 1994, 6, 439-459.
    • (1994) Adv. Mater. , vol.6 , pp. 439-459
    • Adam, M.1    Müllen, K.2
  • 3
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    • Sudmale, I. V.; Tormos, G. V.; Khodorkovsky, V. Yu.; Edzina, A. S.; Neilands, O. J.; Cava, M. P. J. Org. Chem., 1993, 58, 1355-1358; Takimiya, K.; Shibata, Y.; Imamura, K.; Kashihara, A.; Aso, Y.; Otsubo, T.; Ogura, F. Tetrahedron Lett., 1995, 36, 5045-5048; Tanabe, J.; Kudo, T.; Okamoto, M.; Kawada, Y.; Ono, G.; Izuoka, A.; Sugawara, T. Chem. Lett., 1995, 579-580, and references cited therein.
    • (1993) J. Org. Chem. , vol.58 , pp. 1355-1358
    • Sudmale, I.V.1    Tormos, G.V.2    Khodorkovsky, V.Yu.3    Edzina, A.S.4    Neilands, O.J.5    Cava, M.P.6
  • 4
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    • Sudmale, I. V.; Tormos, G. V.; Khodorkovsky, V. Yu.; Edzina, A. S.; Neilands, O. J.; Cava, M. P. J. Org. Chem., 1993, 58, 1355-1358; Takimiya, K.; Shibata, Y.; Imamura, K.; Kashihara, A.; Aso, Y.; Otsubo, T.; Ogura, F. Tetrahedron Lett., 1995, 36, 5045-5048; Tanabe, J.; Kudo, T.; Okamoto, M.; Kawada, Y.; Ono, G.; Izuoka, A.; Sugawara, T. Chem. Lett., 1995, 579-580, and references cited therein.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 5045-5048
    • Takimiya, K.1    Shibata, Y.2    Imamura, K.3    Kashihara, A.4    Aso, Y.5    Otsubo, T.6    Ogura, F.7
  • 5
    • 0002463306 scopus 로고
    • and references cited therein
    • Sudmale, I. V.; Tormos, G. V.; Khodorkovsky, V. Yu.; Edzina, A. S.; Neilands, O. J.; Cava, M. P. J. Org. Chem., 1993, 58, 1355-1358; Takimiya, K.; Shibata, Y.; Imamura, K.; Kashihara, A.; Aso, Y.; Otsubo, T.; Ogura, F. Tetrahedron Lett., 1995, 36, 5045-5048; Tanabe, J.; Kudo, T.; Okamoto, M.; Kawada, Y.; Ono, G.; Izuoka, A.; Sugawara, T. Chem. Lett., 1995, 579-580, and references cited therein.
    • (1995) Chem. Lett. , pp. 579-580
    • Tanabe, J.1    Kudo, T.2    Okamoto, M.3    Kawada, Y.4    Ono, G.5    Izuoka, A.6    Sugawara, T.7
  • 10
    • 0025848980 scopus 로고
    • For the ring cleavage of the dithiacyclohexene ring in BEDT-TTF, see: Zambounis, J. S.; Mayer, C. W. Tetrahedron Lett., 1991, 32, 2737-2740.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 2737-2740
    • Zambounis, J.S.1    Mayer, C.W.2
  • 13
    • 0026561158 scopus 로고
    • For the X-ray analysis of bridged TTF dimers, see: Bryce, M. R.; Cooke, G.; Dhindsa, A. S.; Ando, D. J.; Hursthouse, M. B. Tetrahedron Lett., 1992, 33, 1783-1786; Izuoka, A.; Kumai, R.; Sugawara, T. Chem. Lett., 1992, 285-288; Tachikawa, T.; Izuoka, A.; Sugawara, T. J. Chem. Soc., Chem. Commun., 1993, 1227-1229, and references cited therein.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 1783-1786
    • Bryce, M.R.1    Cooke, G.2    Dhindsa, A.S.3    Ando, D.J.4    Hursthouse, M.B.5
  • 14
    • 0026561158 scopus 로고
    • For the X-ray analysis of bridged TTF dimers, see: Bryce, M. R.; Cooke, G.; Dhindsa, A. S.; Ando, D. J.; Hursthouse, M. B. Tetrahedron Lett., 1992, 33, 1783-1786; Izuoka, A.; Kumai, R.; Sugawara, T. Chem. Lett., 1992, 285-288; Tachikawa, T.; Izuoka, A.; Sugawara, T. J. Chem. Soc., Chem. Commun., 1993, 1227-1229, and references cited therein.
    • (1992) Chem. Lett. , pp. 285-288
    • Izuoka, A.1    Kumai, R.2    Sugawara, T.3
  • 15
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    • and references cited therein
    • For the X-ray analysis of bridged TTF dimers, see: Bryce, M. R.; Cooke, G.; Dhindsa, A. S.; Ando, D. J.; Hursthouse, M. B. Tetrahedron Lett., 1992, 33, 1783-1786; Izuoka, A.; Kumai, R.; Sugawara, T. Chem. Lett., 1992, 285-288; Tachikawa, T.; Izuoka, A.; Sugawara, T. J. Chem. Soc., Chem. Commun., 1993, 1227-1229, and references cited therein.
    • (1993) J. Chem. Soc., Chem. Commun. , pp. 1227-1229
    • Tachikawa, T.1    Izuoka, A.2    Sugawara, T.3
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    • Papavassiliou, G.C.; Zambounis, J. S.; Mousdis, G. A.; Gionis, V.; Yiannopoulos, S. Y. Mol. Cryst. Liq. Cryst., 1988, 156, 269-276; Fourmigué, M.; Krebs, F. C.; Larsen, J. Synthesis, 1993, 509-512.
    • (1993) Synthesis , pp. 509-512
    • Fourmigué, M.1    Krebs, F.C.2    Larsen, J.3
  • 18
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    • Without treatment of the additional LDA, the reaction produced 4 in 38% yield together with the recovered EDT-TTF (37%)
    • Without treatment of the additional LDA, the reaction produced 4 in 38% yield together with the recovered EDT-TTF (37%).
  • 19
    • 4243128926 scopus 로고    scopus 로고
    • All the new crystalline compounds gave satisfactory elemental analyses
    • All the new crystalline compounds gave satisfactory elemental analyses.


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