Abstract

Novel cyclodextrin dimers (1, 2, 3 and 4) whose cyclodextrins were linked with sulfur-containing linkers, namely a thiodipropanamide, a dithiodipropanamide, a thiodiethanamide, or a dithiodiethanamide linker, were synthesized by a reaction of 6-amino-6-deoxycycloheptaose 7 with the corresponding dicarboxylic acids. For their preparation, dicyclohexylcarbodiimide, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide and (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate were examined as coupling reagents. 1H NMR studies of the dimers suggested an intramolecular inclusion of the linker moiety to the cyclodextrin cavity, which affected the complexation of guest molecules. Dimer 4 was converted to another type of dimer 5 by reductive cleavage of the disulfide bond to generate thiol group-containing monomeric species followed by a substitution reaction with 6-O-tosyl derivative 6.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.