Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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The Synthesis of Selectively Substituted p-Acethylcalix[4]arene

  • Kwanghyun No (Department of Chemistry, Sookmyung Women's University) ;
  • Mi Sook Hong (Department of Chemistry, Sookmyung Women's University)
  • Published : 1990.02.20
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Abstract

A method is described for the selective functionalization of calix[4]arene at the para positions of the phenyl rings. The diametrically substituted calix[4]arene dimethyl ether 3, obtained from the treatment of calix[4]arene 2 with methyl iodide in the presence of $K_2CO_3$, is converted to the diacetyloxy calix[4]arene dimethyl ether 4. This compound undergoes Fries rearrangement to yield the diametrically p-diacetylcalix[4]arene dimethyl ether 5 in 68% yield.

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Cited by

  1. USES OF THE FRIES REARRANGEMENT FOR THE PREPARATION OF HYDROXYARYLKETONES. A REVIEW vol.24, pp.4, 1990, https://doi.org/10.1080/00304949209356226
  2. SELECTIVE FUNCTIONALIZATION AND CONFORMATIONAL PROPERTIES OF CALIX[4]ARENES, A REVIEW vol.24, pp.4, 1992, https://doi.org/10.1080/00304949209356227