Selective functionalization of calix[6]arenes at the upper rim

Javier de Mendoza, Mar Carramolino, Felix Cuevas, Pedro M. Nieto, Pilar Prados, David Reinhoudt

    Research output: Contribution to journalArticleAcademic

    29 Citations (Scopus)
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    Abstract

    Methylation of partially O-benzylated p-tert-butylcalix[6]arenes followed by hydrogenolysis constitutes an efficient method for the preparation of partially O-alkylated Calix[6]arenes in gram amounts, without adhering to column chromatography separations. Selective de-tert-butylation followed by halogenation, or ipso-nitration of these precursors affords Calix[6]arenes containing bromo- or nitrosubstituents, respectively, at precise positions of the upper rim.
    Original languageUndefined
    Pages (from-to)47-50
    JournalSynthesis (Germany)
    Volume1994
    Issue number1
    DOIs
    Publication statusPublished - 1994

    Keywords

    • METIS-106664
    • IR-12440

    Cite this

    de Mendoza, J., Carramolino, M., Cuevas, F., Nieto, P. M., Prados, P., & Reinhoudt, D. (1994). Selective functionalization of calix[6]arenes at the upper rim. Synthesis (Germany), 1994(1), 47-50. https://doi.org/10.1055/s-1994-25403
    de Mendoza, Javier ; Carramolino, Mar ; Cuevas, Felix ; Nieto, Pedro M. ; Prados, Pilar ; Reinhoudt, David. / Selective functionalization of calix[6]arenes at the upper rim. In: Synthesis (Germany). 1994 ; Vol. 1994, No. 1. pp. 47-50.
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    title = "Selective functionalization of calix[6]arenes at the upper rim",
    abstract = "Methylation of partially O-benzylated p-tert-butylcalix[6]arenes followed by hydrogenolysis constitutes an efficient method for the preparation of partially O-alkylated Calix[6]arenes in gram amounts, without adhering to column chromatography separations. Selective de-tert-butylation followed by halogenation, or ipso-nitration of these precursors affords Calix[6]arenes containing bromo- or nitrosubstituents, respectively, at precise positions of the upper rim.",
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    author = "{de Mendoza}, Javier and Mar Carramolino and Felix Cuevas and Nieto, {Pedro M.} and Pilar Prados and David Reinhoudt",
    year = "1994",
    doi = "10.1055/s-1994-25403",
    language = "Undefined",
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    de Mendoza, J, Carramolino, M, Cuevas, F, Nieto, PM, Prados, P & Reinhoudt, D 1994, 'Selective functionalization of calix[6]arenes at the upper rim', Synthesis (Germany), vol. 1994, no. 1, pp. 47-50. https://doi.org/10.1055/s-1994-25403

    Selective functionalization of calix[6]arenes at the upper rim. / de Mendoza, Javier; Carramolino, Mar; Cuevas, Felix; Nieto, Pedro M.; Prados, Pilar; Reinhoudt, David.

    In: Synthesis (Germany), Vol. 1994, No. 1, 1994, p. 47-50.

    Research output: Contribution to journalArticleAcademic

    TY - JOUR

    T1 - Selective functionalization of calix[6]arenes at the upper rim

    AU - de Mendoza, Javier

    AU - Carramolino, Mar

    AU - Cuevas, Felix

    AU - Nieto, Pedro M.

    AU - Prados, Pilar

    AU - Reinhoudt, David

    PY - 1994

    Y1 - 1994

    N2 - Methylation of partially O-benzylated p-tert-butylcalix[6]arenes followed by hydrogenolysis constitutes an efficient method for the preparation of partially O-alkylated Calix[6]arenes in gram amounts, without adhering to column chromatography separations. Selective de-tert-butylation followed by halogenation, or ipso-nitration of these precursors affords Calix[6]arenes containing bromo- or nitrosubstituents, respectively, at precise positions of the upper rim.

    AB - Methylation of partially O-benzylated p-tert-butylcalix[6]arenes followed by hydrogenolysis constitutes an efficient method for the preparation of partially O-alkylated Calix[6]arenes in gram amounts, without adhering to column chromatography separations. Selective de-tert-butylation followed by halogenation, or ipso-nitration of these precursors affords Calix[6]arenes containing bromo- or nitrosubstituents, respectively, at precise positions of the upper rim.

    KW - METIS-106664

    KW - IR-12440

    U2 - 10.1055/s-1994-25403

    DO - 10.1055/s-1994-25403

    M3 - Article

    VL - 1994

    SP - 47

    EP - 50

    JO - Synthesis (Germany)

    JF - Synthesis (Germany)

    SN - 0039-7881

    IS - 1

    ER -