高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (1): 83.

• 研究简报 • 上一篇    下一篇

逐步法合成杯[4]芳烃关环反应的改进

钟振林, 李建森, 卢雪然, 陈远荫   

  1. 武汉大学化学系, 武汉, 430072
  • 收稿日期:1996-12-24 出版日期:1998-01-24 发布日期:1998-01-24
  • 通讯作者: 陈远荫
  • 作者简介:钟振林,男,30岁,博士,副教授.

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

ZHONG Zhen-Lin, LI Jian-Sen, LU Xue-Ran, CHEN Yuan-Yin   

  1. Department of Chemistry, Wuhan University, Wuhan, 430072
  • Received:1996-12-24 Online:1998-01-24 Published:1998-01-24

关键词: 杯[4]芳烃, 逐步合成法, 关环反应, 二乙二醇二甲醚

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

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