Highly Water‐Soluble Amphiphilic Cyclodextrins Bearing Branched and Cyclic Oleic Grafts

Amphiphilic β‐cyclodextrins bearing various amounts of branched and cyclic oleic grafts are synthetized. The first step of this synthesis is the alkenylation of maleic anhydride by oleic acid derivatives, in the presence of a rhodium catalyst, to produce oleic succinic anhydrides with different rati...

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Published inEuropean journal of organic chemistry Vol. 2019; no. 30; pp. 4863 - 4868
Main Authors Cocq, Aurélien, Rousseau, Cyril, Bricout, Hervé, Oliva, Estefanía, Bonnet, Véronique, Djedaïni‐Pilard, Florence, Monflier, Eric, Tilloy, Sébastien
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 15.08.2019
Wiley Subscription Services, Inc
Wiley-VCH Verlag
Subjects
Bearing
Chemical Sciences
Chemistry
Chemistry, Organic
Cyclodextrins
Grafting
Grafts
Maleic anhydride
Maleinisation
Oleic acid
Organic chemistry
Physical Sciences
Rhodium
Science & Technology
Succinic anhydride
Maleinisation
Rhodium
Oleic acid
Succinic anhydride
FATTY
Cyclodextrins
ANHYDRIDE
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Summary:Amphiphilic β‐cyclodextrins bearing various amounts of branched and cyclic oleic grafts are synthetized. The first step of this synthesis is the alkenylation of maleic anhydride by oleic acid derivatives, in the presence of a rhodium catalyst, to produce oleic succinic anhydrides with different ratios of cyclic to branched groups. The second step is the grafting of the oleic succinic anhydrides mixtures on β‐cyclodextrin. The obtained cyclodextrins are highly water‐soluble and surface active. Amphiphilic cyclodextrins synthetized from oleic acid derivatives, maleic anhydride and β‐cyclodextrin are described.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201900789