Selective halogen-lithium exchange reaction of bromine-substituted 25,26,27,28-tetrapropoxycalix[4]arene

M. Larsen, M. Jørgensen

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    Methods are described for the selective bromine-lithium exchange reaction of bromine-substituted calix[4]arenes with either n-BuLi or t-BuLi in THF. Quenching of the lithiated calix[4]arenes with MeOH, D2O, CH3SSCH3, B(OCHg3)3, DMF, or CO2 as electrophiles resulted in 5-monosubstituted, 5,17-disubstituted, or 5,11,17,23-tetrasubstituted calix[4]arenes with H, D, SCH3, B(OH)2, CHO, or COOH functionalities.
    Original languageEnglish
    JournalJournal of Organic Chemistry
    Volume61
    Issue number19
    Pages (from-to)6651-6655
    ISSN0022-3263
    DOIs
    Publication statusPublished - 1996

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