Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis and Charaterization of Diametrically Substituted p-Diacetylcalix[4]arene

  • Hwang Kyung Lan (Department of Chemistry, Sookmyung Women's University) ;
  • Ham Si-Hyun (Department of Chemistry, Sookmyung Women's University) ;
  • No Kwanghyun (Department of Chemistry, Sookmyung Women's University)
  • Published : 1992.12.20
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Abstract

Methods for the selective functionalization of calix[4]arene at the upper rim are described. The diametrically substituted calix[4]arene dimethyl ether 2, obtained from the treatment of calix[4]arene 1 with methyl iodide in the presence of $K_2CO_3$, is converted to the two isomeric p-diacetylcalix[4]arene dimethyl ether 3 and 6 by direct substitution and by Fries rearrangement of corresponding diacetyloxycalix[4]arene dimethyl ether 5 respectively. Diametrically substituted p-diacetylcalix[4]arene 8 was also prepared by Fries rearrangement of calix[4]arene tetraacetate 7 using a limited amount of $AlCl_3$.

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References

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  1. Facile synthesis of calix[4]arenes in ABAC type upper rim substitution vol.36, pp.46, 1992, https://doi.org/10.1016/0040-4039(95)01820-8