The Improvement of the Cyclization Step in the Stepwise Synthesis of calix[4]arenes

Abstract

Abstract: A modified [3+1] cyclization procedure for the synthesis of calix[4]arenes was developed by using diglycol dimethyl ether as the solvent in place of dioxane which was generally adopted in previous literature. By the modified procedure, the yield of 5-bromo-11, 23-di-tert-butyl-17-methyl-25, 26, 27, 28-tetrahydroxycalix[4]arene from cyclic condensation of 2, 6-bis(2'-hydroxy-5'-tert-butyl-benzyl)-4-cresol and 2, 6-bis (bromomethyl)-4-bromophenol in the presence of TiCl₄ was improved from less than 20% to 40%, and the reaction time was reduced from several days to ten hours.

Key words: Calix[4]arene, Stepwise synthesis, Cyclization, Diglycol dimethyl ether

CLC Number:

O621.21

TrendMD:

ZHONG Zhen-Lin, LI Jian-Sen, LU Xue-Ran, CHEN Yuan-Yin . The Improvement of the Cyclization Step in the Stepwise Synthesis of calix[4]arenes[J]. Chem. J. Chinese Universities, 1998, 19(1): 83.

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The Improvement of the Cyclization Step in the Stepwise Synthesis of calix[4]arenes

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