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Volumn 7, Issue 3, 2005, Pages 403-406

Binding of amino acids into a novel multiresponsive ferrocene receptor having an ene backbone

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AMINO ACID DERIVATIVE; CARBONYL DERIVATIVE; FERROCENE; HYDROXYL GROUP;

EID: 13844280462     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0476772     Document Type: Article
Times cited : (39)

References (34)
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    • Imai, H.1    Munakata, H.2    Uemori, Y.3    Sakura, N.4
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    • Selected examples: (a) Imai, H.; Munakata, H.; Uemori, Y.; Sakura, N. Inorg. Chem. 2004, 43, 1211. (b) Hernández, J. V.; Muñiz, F. M.; Oliva, A. I.; Simón, L.; Pérez, E.; Morán, J. R. Tetrahedron Lett. 2003, 44, 6983. (c) Aït-Haddou, H.; Wiskur, S. L.; Lynch, V. M.; Anslyn, E. V. J. Am. Chem. Soc. 2001, 123, 11296. (d) Davis, A. P.; Lawless, L. J. Chem. Commun. 1999, 9. (e) Tsukube, H.; Wada, M.; Shinoda, S.; Tamiaki, H. Chem. Commun. 1999, 1007. (f) Kuroda, Y.; Kato, Y.; Higashioji, T.; Hasegawa, J.-Y.; Kawanami, S.; Takahashi, M.; Shiraishi, N.; Tanabe, K.; Ogoshi, H. J. Am. Chem. Soc. 1995, 117, 10950.
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    • Selected examples: (a) Imai, H.; Munakata, H.; Uemori, Y.; Sakura, N. Inorg. Chem. 2004, 43, 1211. (b) Hernández, J. V.; Muñiz, F. M.; Oliva, A. I.; Simón, L.; Pérez, E.; Morán, J. R. Tetrahedron Lett. 2003, 44, 6983. (c) Aït-Haddou, H.; Wiskur, S. L.; Lynch, V. M.; Anslyn, E. V. J. Am. Chem. Soc. 2001, 123, 11296. (d) Davis, A. P.; Lawless, L. J. Chem. Commun. 1999, 9. (e) Tsukube, H.; Wada, M.; Shinoda, S.; Tamiaki, H. Chem. Commun. 1999, 1007. (f) Kuroda, Y.; Kato, Y.; Higashioji, T.; Hasegawa, J.-Y.; Kawanami, S.; Takahashi, M.; Shiraishi, N.; Tanabe, K.; Ogoshi, H. J. Am. Chem. Soc. 1995, 117, 10950.
    • (1999) Chem. Commun. , pp. 1007
    • Tsukube, H.1    Wada, M.2    Shinoda, S.3    Tamiaki, H.4
  • 6
    • 0029583317 scopus 로고
    • Selected examples: (a) Imai, H.; Munakata, H.; Uemori, Y.; Sakura, N. Inorg. Chem. 2004, 43, 1211. (b) Hernández, J. V.; Muñiz, F. M.; Oliva, A. I.; Simón, L.; Pérez, E.; Morán, J. R. Tetrahedron Lett. 2003, 44, 6983. (c) Aït-Haddou, H.; Wiskur, S. L.; Lynch, V. M.; Anslyn, E. V. J. Am. Chem. Soc. 2001, 123, 11296. (d) Davis, A. P.; Lawless, L. J. Chem. Commun. 1999, 9. (e) Tsukube, H.; Wada, M.; Shinoda, S.; Tamiaki, H. Chem. Commun. 1999, 1007. (f) Kuroda, Y.; Kato, Y.; Higashioji, T.; Hasegawa, J.-Y.; Kawanami, S.; Takahashi, M.; Shiraishi, N.; Tanabe, K.; Ogoshi, H. J. Am. Chem. Soc. 1995, 117, 10950.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10950
    • Kuroda, Y.1    Kato, Y.2    Higashioji, T.3    Hasegawa, J.-Y.4    Kawanami, S.5    Takahashi, M.6    Shiraishi, N.7    Tanabe, K.8    Ogoshi, H.9
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    • note
    • Probe 2 was synthesized from 1,1′-bisformylferrocene and ethoxycarbonylmethylenetriphenylphosphorane. Receptor 1 was prepared from 2 and but-2-ene-1,4-diol, using 1-hydroxy-3-(isothiocyanato)tetrabenzyldistannoxane as catalyst (Supporting Information). 1 is soluble in polar organic solvents and in organic-aqueous medium.
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    • 13844249655 scopus 로고    scopus 로고
    • note
    • free (> 100 mV).
  • 34
    • 13844268430 scopus 로고    scopus 로고
    • note
    • red (see CV, Table SI, Supporting Information), offers an initial suggestion that interaction B is strengthened on going from ferrocene to ferricinium receptor. Note that since the binding sites are far away from the redox site contribution from through-space electrostatic interactions (if any) will be much smaller.


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