The octylation of α-, β- and γ-cyclodextrin may be undertaken in two steps: reaction with octyl bromide (NaOH-Me2SO) gives relatively monodisperse 2,6-di-O-alkylated material and further reaction (NaH-THF) with octyl bromide yields incompletely octylated products. Complete alkylation may be achieved with KH-18-crown-6-THF. Quantification of the degree of octylation was achieved directly by electrospray mass spectrometry and 13C NMR analysis of methylated analogues and also by GC- MS analysis of reductively depolymerised samples. Assignment of the 1H and 13C NMR spectra of selected derivatives has been carried out.
|Number of pages||12|
|Journal||Journal of the Chemical Society, Perkin Transactions 2|
|Publication status||Published - 1 Jan 1994|