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Reaction of oxiranes with cyclodextrins under high-energy ball-milling conditions.

ABSTRACT: This work presents a proof of concept for a green cyclodextrin derivatisation method that uses low-boiling epoxide reagents in a high-energy ball mill (HEBM). The simplified preparation and purification of low substitution-degree common (2-hydroxy)propylated ?- and ?-cyclodextrins (?/?-CDs) has been realised. The intelligent use of propylene oxide has also facilitated the more effective synthesis of highly substituted ?-CD. Epichlorohydrin-crosslinked CD-polymers (CDPs) have also been effectively prepared in the ball mill. The unoptimised preparations of soluble and insoluble CDPs displayed very small particle size distributions, while the prepared polymers currently have different complexation properties to those of their classically prepared analogues.

SUBMITTER: Jicsinszky L

PROVIDER: S-EPMC6632222 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Reaction of oxiranes with cyclodextrins under high-energy ball-milling conditions.

Jicsinszky László L Calsolaro Federica F Martina Katia K Bucciol Fabio F Manzoli Maela M Cravotto Giancarlo G

Beilstein journal of organic chemistry 20190701

This work presents a proof of concept for a green cyclodextrin derivatisation method that uses low-boiling epoxide reagents in a high-energy ball mill (HEBM). The simplified preparation and purification of low substitution-degree common (2-hydroxy)propylated β- and γ-cyclodextrins (β/γ-CDs) has been realised. The intelligent use of propylene oxide has also facilitated the more effective synthesis of highly substituted γ-CD. Epichlorohydrin-crosslinked CD-polymers (CDPs) have also been effectivel ...[more]

PMID: 31354861

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