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Fluorous reagents and scavengers versus solid-supported reagents and scavengers, a reaction rate and kinetic comparison

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Summary

Reactions using fluorous reagents and scavengers are compared side-by-side with their solid-supported counterparts. Fluorous triphenylphosphine is used in the bromination reaction of alcohols, fluorous thiol is used as an electrophile scavenger for α-bromoketones, fluorous isatoic anhydride is used as a nucleophile scavenger for primary and secondary amines. Reactions involving fluorous reagents and scavengers occur in homogeneous media with solution-phase reaction kinetics. Reactions with solid-supported reagents and scavengers occur in a heterogeneous media, and the reaction kinetics are greatly affected by the nature of the solid-support and reaction environment. Significantly larger amounts of reagents and more time are usually required to complete the solid-supported reaction.

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Article Open access 02 December 2021

Baoxin Zhang, Dilver Peña Fuentes & Armin Börner

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  1. Fluorous Technologies, Inc. University of Pittsburgh Applied Research Center, 970 William Pitt Way, Pittsburgh, PA, 15238, USA

    Christine Hiu-Tung Chen & Wei Zhang

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  1. Christine Hiu-Tung Chen
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  2. Wei Zhang
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Correspondence to Wei Zhang.

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Chen, C.HT., Zhang, W. Fluorous reagents and scavengers versus solid-supported reagents and scavengers, a reaction rate and kinetic comparison. Mol Divers 9, 353–359 (2005). https://doi.org/10.1007/s11030-005-8104-3

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  • DOI: https://doi.org/10.1007/s11030-005-8104-3

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