Formation of hybrid polymethylene-poly(oxyethylene) macrocycles

Matthews, Susan E. ORCID:, Pouton, Colin W. and Threadgill, Michael D. (2001) Formation of hybrid polymethylene-poly(oxyethylene) macrocycles. Tetrahedron Letters, 42 (7). pp. 1355-1357. ISSN 0040-4039

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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.

Item Type: Article
Uncontrolled Keywords: crown-ethers
Faculty \ School: Faculty of Science > School of Pharmacy
UEA Research Groups: Faculty of Science > Research Groups > Chemical Biology and Medicinal Chemistry (former - to 2021)
Faculty of Science > Research Groups > Medicinal Chemistry (former - to 2017)
Depositing User: Rachel Smith
Date Deposited: 31 May 2011 10:26
Last Modified: 15 Aug 2023 13:30
DOI: 10.1016/S0040-4039(00)02231-0

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