Water-Soluble Calixarenes as New Inverse Phase-Transfer Catalysts. Their Scope in Aqueous Biphasic Alkylations and Mechanistic Implications
作者:Shoichi Shimizu、Takashi Suzuki、Seiji Shirakawa、Yasuyuki Sasaki、Choichiro Hirai
DOI:10.1002/1615-4169(200206)344:3/4<370::aid-adsc370>3.0.co;2-3
日期:2002.6
Alkylation reactions of active methylene compounds, alcohols and phenols with alkyl halides in aqueous NaOH solution can be carried out without the need for any added organic solvents in most cases. The water-soluble calix[n]arenes, which contain trimethylammoniomethyl groups on the upper rim, were used as inverse phase-transfer catalysts, resulting in the corresponding alkylated products in good to
在大多数情况下,无需任何添加的有机溶剂即可在 NaOH 水溶液中进行活性亚甲基化合物、醇和酚与烷基卤化物的烷基化反应。水溶性杯[n]芳烃在上缘含有三甲基氨甲基,用作反相转移催化剂,得到相应的烷基化产物,产率从良好到高产率。讨论了该方法在水性双相烷基化反应中的范围和机理意义。