Glucosamine- and galactosamine- based monosaccharides with highly fluorinated motifs

Sugar-substituted fluorous 1,2,3-triazoles: Helical twists in fluoroalkyl chains and their molecular association in the solid state and correlations with physicochemical properties

“…In this study, the physicochemical properties of the molecules in their solid and solution state will be analysed and discussed. This two part study is the first of its kind on such compounds and involves the second of only two sugar-based libraries of fluorous triazoles [35] to be reported with such systematic variations, although isolated, fluorinated and polyfluoroalkylated carbohydrates have been described over the past two decades (for informative reviews, see [36][37][38]; for other relevant articles, see [39][40][41][42][43][44][45][46]). It is emphasised that the strength of our findings lies in the range of compounds from which they are derived rather than in the detailed quantitative measures of individual examples.…”

“…Equivalent HRMS ESI spectroscopic analysis of the unprotected galactosyl fluorous triazole 32 was ambiguous. In the absence of oxalic acid, the methanol solution of compound 32 gave numerous unrecognisable peaks, some with high values of m/z: 674 (29%), 1054 (27), 1605 (100), 1797 (49), 1874 (41), 1959 (35), but they were thought to arise from trace impurities.…”