Formation of hybrid polymethylene-poly(oxyethylene) macrocycles

Susan E. Matthews, Colin W. Pouton, Michael D. Threadgill

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    Abstract

    Maclocyclisations, particularly those forming crown ethers, normally require high dilution conditions. However, treatment of 1,9-bis(sarcosylamino)nonane with alpha,omega -bis(oxiranylmethyl) ethers derived from oligomeric poly(ethyleneglycol)s of MW 400-600 Da under high concentration conditions was found to give excellent yields of 1:1 hybrid polymethylene-poly(oxyethylene) macrocyclic crown ether derivatives. The corresponding alpha,omega -bis(oxiranylmethyl) ether derived from poly(ethyleneglycol) of mean MW 1500 Da gave polymeric material only. The macrocycles were characterised by NMR, GPC and MS. (C) 2001 Elsevier Science Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)1355-1357
    Number of pages3
    JournalTetrahedron Letters
    Volume42
    Issue number7
    DOIs
    Publication statusPublished - 12 Feb 2001

    Keywords

    • CROWN-ETHERS

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