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Volumn 9, Issue 26, 2007, Pages 5485-5488

Bis(tetrathiafulvalene)-calix[2]pyrrole[2]-thiophene and its complexation with TCNQ

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Indexed keywords


EID: 38349042416     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol7024235     Document Type: Article
Times cited : (32)

References (63)
  • 11
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    • Atwood, J. L, Davies, J. E. D, MacNicol, D. D, Vògtle, F, Reinhoudt, D, Eds, Pergamon: Oxford, Vols
    • (b) Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Vògtle, F., Reinhoudt, D., Eds. Comprehensive Supramolecular Chemistry; Pergamon: Oxford, 1996; Vols. 1-11.
    • (1996) Comprehensive Supramolecular Chemistry , vol.1-11
  • 23
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    • Martin, N.: Sánchez L.; Guldi, D. M. Chem. Commun. 2000, 113-114.
    • Martin, N.: Sánchez L.; Guldi, D. M. Chem. Commun. 2000, 113-114.
  • 28
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    • Kadish, K. M, Smith, K. M, Guilard, R, Eds, Academic Press: San Diego, CA
    • Sessler, J. L.; Gale P. A. In The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: San Diego, CA, 2000; Vol. 6, pp 257-278.
    • (2000) The Porphyrin Handbook , vol.6 , pp. 257-278
    • Sessler, J.L.1    Gale, P.A.2
  • 49
    • 0034857948 scopus 로고    scopus 로고
    • For examples of TTF·TCNQ complexes, see: (a) Batsanov, A. S, Bryce, M. R, Chesney, A, Howard, J. A. K, John, D. E, Moore, A. J, Wood, C. L, Gershtenman, H, Becker, J. Y, Khodorkovsky, V. Y, Ellern, A, Bernstein, J, Perepichka, I. F, Rotello, V, Gray, M, Cuello, A. O. J. Mater. Chem. 2001, 11, 2181-2191
    • For examples of TTF·TCNQ complexes, see: (a) Batsanov, A. S.; Bryce, M. R.; Chesney, A.; Howard, J. A. K.; John, D. E.; Moore, A. J.; Wood, C. L.; Gershtenman, H.; Becker, J. Y.; Khodorkovsky, V. Y.; Ellern, A.; Bernstein, J.; Perepichka, I. F.; Rotello, V.; Gray, M.; Cuello, A. O. J. Mater. Chem. 2001, 11, 2181-2191.
  • 54
    • 22244481542 scopus 로고    scopus 로고
    • It has been reported (see: Sessler, J. L, Cho, W.-S, Gross, D. E, Shriver, J. A, Lynch, V. M, Marquez, M. J. Org. Chem. 2005, 70, 5982-5986) that the yield of fluorinated calix[n]pyrroles can be increased by addition of tetrabutylammonium chloride (TBACl) to the reaction mixtures during their synthesis. It is expected that the chloride anion acts as a template for the formation of the calix[n]pyrrole ring system. However, addition of TBACl to a mixture of 1, 2, and a catalytic amount of Et 2O·F3 did not result in an increased yield, and the receptor 3 was obtained in 16% yield. This observation is most likely because of the fact that two of the pyrrole units in the calix[4]pyrrole ring system have been substituted by two thiophene moieties that are not capable of forming hydrogen bonds to the templating chloride anion see ref 18a, Binding studies between the receptor 3 and TBACl carried out in a CDCI 3
    • 1H NMR spectra (see Supporting Information) recorded of 3 and a mixture of 3 and TBACl were essentially identical, indicating that no binding between the receptor 3 and the chloride anion takes place in solution.
  • 55
    • 38549153923 scopus 로고    scopus 로고
    • -1.
    • -1.
  • 56
    • 37049133407 scopus 로고    scopus 로고
    • .+) which normally appears at g values around 2.009 see: Wudl, F.; Smith, G. M.; Hufnagel, E. J. J. Chem. Soc., Chem. Commun. 1970, 1453-1454
    • .+) which normally appears at g values around 2.009 (see: Wudl, F.; Smith, G. M.; Hufnagel, E. J. J. Chem. Soc., Chem. Commun. 1970, 1453-1454
  • 57
    • 0013454324 scopus 로고    scopus 로고
    • .-) which normally appears at g values around 2.003
    • .-) which normally appears at g values around 2.003
  • 59
    • 38549165372 scopus 로고    scopus 로고
    • 2Ch to determine the stoichiometry between 3 and TCNQ in solution; however, no reliable results were obtained.
    • 2Ch to determine the stoichiometry between 3 and TCNQ in solution; however, no reliable results were obtained.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.