Alginate- and <i>κ</i>-carrageenan-supported asymmetric organocatalysts: preparation, characterization, and catalytic activity for Friedel–Crafts alkylation
Alginate- and <i>κ</i>-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/<i>κ</i>-carrageenan <i>via</i> 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. <i>κ</i>-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.
Authors
- Shogo Nakanishi
- Fumio Sanda (ORCID: https://orcid.org/0000-0002-1113-4771)
- Hiromitsu Sogawa (ORCID: https://orcid.org/0000-0002-6170-0591)
- Manaho Murakishi
Institutions
- Kansai University (JP)
Publication Details
- Journal
- RSC Advances
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ra05785j
- Citations
- 2
- Primary Topic
- Seaweed-derived Bioactive Compounds
- Type
- article
- Field-Weighted Citation Impact
- 4.55
Funders
- Hattori Hokokai Foundation
- Kansai University
- Iketani Science and Technology Foundation