Synthesis And Characterisation Of O-6-Alkylthio- And Perfluoroalkylpropanethio-Alpha-Cyclodextrins And Their O-2-, O-3-Methylated Analogues

The synthesis of twelve alkylthio- or per. uoroalkylpropanethio-alpha-cyclodextrin derivatives and their O-2-, O-3-methylated analogues are described. The coupling reaction involves firstly the basic in situ hydrolysis of alkylperfluoropropane isothiouronium iodide or alkylisothiouronium bromide, then reaction with an alpha-cyclodextrin modified at the C-6 position by an iodine or methylsulfonyl group. The interfacial properties of these new compounds have been determined by the studies of their mono-molecular layer at the air-water interface.