Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Functionalization of Calix[4]arene with Hydroxyalkyl Groups at Upper Rim

  • Kyung Lan Hwang (Department of Chemistry, Sookmyung Women's University) ;
  • Si-Hyun Ham (Department of Chemistry, Sookmyung Women's University) ;
  • Kwang Hyun No (Department of Chemistry, Sookmyung Women's University)
  • Published : 1993.02.20
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Abstract

Synthetic routes are described for the introduction of hydroxyalkyl groups to the upper rim of calix[4]arene. Treatment of p-bromocalix[4]arene methyl ether 3 with n-BuLi followed by para-formaldehyde produced p-hydroxymethylcalix[4]arene methyl ether 4 in 60% yield. p-Acetylcalix[4]arene methyl ether 7, obtained by Friedel-Crafts acetylation of calix[4]arene methyl ether 6, was reduced with NaBH4 to produce p-(1-hydroxy ethyl)calix[4]arene methyl ether 8 in 67% yield.

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References

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  1. ChemInform Abstract: Functionalization of Calix(4)arene with Hydroxyalkyl Groups at Upper Rim. vol.24, pp.46, 1993, https://doi.org/10.1002/chin.199346141
  2. EINE EXAKTE ZUORDNUNG ALLER C-ATOME EINES SUBSTITUIERTEN CALIX[4]ARENPHOSPHATS vol.108, pp.1, 1993, https://doi.org/10.1080/10426509608029644
  3. One step facile synthesis of bromo calix[n]arenes vol.43, pp.39, 1993, https://doi.org/10.1016/s0040-4039(02)01548-4
  4. Complexation of amino acids derivatives in water by calix[4]arene phosphonic acids vol.61, pp.3, 1993, https://doi.org/10.1007/s10847-008-9434-4