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

  • University of Pittsburgh

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original languageEnglish
Pages (from-to)353-359
Number of pages7
JournalMolecular Diversity
Volume9
Issue number4
DOIs
StatePublished - Nov 2005

ASJC Scopus Subject Areas

  • Catalysis
  • Information Systems
  • Molecular Biology
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Keywords

  • Fluorous reagents
  • Fluorous scavengers
  • Isatoic anhydride
  • Reaction kinetics
  • Reaction rate
  • Solid-supported reagents
  • Solid-supported scavengers
  • Thiol
  • Triphenylphosphine

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