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Issue 0, 1987
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New syntheses of calixarene-p-sulphonates and p-nitrocalixarenes

Abstract

Calixarene-p-sulphonates (tetramer, hexamer, and octamer) have been prepared (75–88%) and used to give p-nitrocalixarenes (15–22% yields based on the starting calixarenes). The novel nitration has two advantages: (i) calixarenes are protected from nitric acid oxidation by the electron-withdrawing sulphonate groups and (ii) the difference in the water-solubility of the p-nitrocalixarenes from the sulphonate-containing, lower nitration products, allows ready isolation of the former. The p-nitrocalixarenes thus obtained have potential as intermediates in the synthesis of a variety of functionalised calixarenes.

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Article type: Paper
DOI: 10.1039/P19870002297
Citation: J. Chem. Soc., Perkin Trans. 1, 1987,0, 2297-2299

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    New syntheses of calixarene-p-sulphonates and p-nitrocalixarenes

    S. Shinkai, K. Araki, T. Tsubaki, T. Arimura and O. Manabe, J. Chem. Soc., Perkin Trans. 1, 1987, 0, 2297
    DOI: 10.1039/P19870002297

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