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Synthesis of novel crown ethers. Part 1. Coumestan and coumestan analog derivatives of crown ethers

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Abstract

The presented ethylenedioxy compounds5a,5d,6a and6c are examples of novel cyclic ethers, while macrocyclic polyethers represent new crown ether analogues. New coumestan-crowns5a-f, derivatives of 6,7-dihydroxy-3,4-dihydro-2H-dibenzofuran-1-one and 6,7-dihydroxy-3,3-dimethyl-3,4-dihydro-2H-dibenzofuran-1-one6a-e were synthesized from the correspondingo-dihydroxy compounds3a-b,4a-b and ditosylates or dichlorides of di- or triethylene glycol in the presence of K2CO3, in DMF/H2O (15/1) solutions at 65–75 °C for 35 hours. The structure of the macrocyclic ethers obtained were confirmed by1H-NMR,13C-NMR, IR spectra and elemental analyses.

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Authors and Affiliations

  1. Faculty of Science and Art, Chemistry Department, University of Marmara, Kadíköy, 81040, Istanbul, Turkey

    Mustafa Bulut, Birsen Yilmaz, Mehtap Yapici & M. Vezir Kahraman

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  1. Mustafa Bulut
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  2. Birsen Yilmaz
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  3. Mehtap Yapici
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  4. M. Vezir Kahraman
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Bulut, M., Yilmaz, B., Yapici, M. et al. Synthesis of novel crown ethers. Part 1. Coumestan and coumestan analog derivatives of crown ethers. J Incl Phenom Macrocycl Chem 26, 39–46 (1996). https://doi.org/10.1007/BF01029926

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  • DOI: https://doi.org/10.1007/BF01029926

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