藻酸盐和角叉菜胶负载的不对称有机催化剂：制备、表征及傅克烷基化反应的催化活性
Alginate- and -carrageenan-supported asymmetric organocatalysts: preparation, characterization, and catalytic activity for Friedel-Crafts alkylation.
作者信息
Murakishi Manaho, Nakanishi Shogo, Sogawa Hiromitsu, Sanda Fumio
机构信息
Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering, Kansai University 3-3-35 Yamate-cho Suita Osaka 564-8680 Japan
出版信息
RSC Adv. 2025 Aug 28;15(37):30865-30871. doi: 10.1039/d5ra05785j. eCollection 2025 Aug 22.
Alginate- and -carrageenan-supported imidazolidinone catalysts were newly prepared, and their catalytic activities for the Friedel-Crafts alkylation of 1-methylindole with crotonaldehyde were evaluated. The enantiomeric excess of the product was enhanced by using the polymer-supported catalysts consisting of an appropriate absolute configuration of imidazolidinones and alginate/-carrageenan the cooperative effect that constructs a chiral environment more suited for asymmetric induction compared to imidazolidinone only. Further, the polymer-supported catalysts were easily removed from the reaction media by a simple filtration technique. -Carrageenan-supported catalysts were superior in terms of reusability compared to alginate-supported catalysts, likely due to the strong ionic interaction between the sulfate and ammonium moieties.
新制备了藻酸盐和角叉菜胶负载的咪唑啉酮催化剂，并评估了它们对1-甲基吲哚与巴豆醛进行傅克烷基化反应的催化活性。通过使用由具有适当绝对构型的咪唑啉酮和藻酸盐/角叉菜胶组成的聚合物负载催化剂，产物的对映体过量得以提高，与仅使用咪唑啉酮相比，这种协同效应构建了更适合不对称诱导的手性环境。此外，通过简单的过滤技术可轻松从反应介质中除去聚合物负载催化剂。与藻酸盐负载的催化剂相比，角叉菜胶负载的催化剂在可重复使用性方面更具优势，这可能是由于硫酸盐和铵部分之间存在强烈的离子相互作用。
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