Organic molecules bearing small fluorous tags (C
6F
13, C
8F
17) are called light fluorous molecules. Light fluorous reagents, scavengers and catalysts are especially convenient since they typically induce reactions of organic substrates under the same conditions as their non-fluorous relatives, but are reliably removed from crude reaction products by fluorous solid phase extraction. Herein we report light fluorous versions of Grubbs-Hoveyda metathesis catalysts, Mukaiyama reagent, and Fmoc reagent. These exhibit the expected reactivity profile, are readily recovered from reaction mixtures by fluorous solid phase extraction. In addition, we describe reverse-fluorous solid phase extraction. In a reversal of the roles of solid and liquid phases in standard fluorous solid phase extraction, a mixture is charged to a polar solid phase (standard silica gel) and then eluted with a fluorous solvent. The organic components of the mixture are retained, while the fluorous components pass.
抄録全体を表示