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Rate and Yield Enhancements in Nucleophilic Aromatic Substitution Reactions via Mechanochemistry

Joel Andersen, Hunter F. Starbuck

2021The Journal of Organic Chemistry45 citationsDOI

Abstract

A variety of nucleophilic aromatic substitution reactions were carried out mechanochemically to great advantage. On average, reactions rates were nine-times faster. The corresponding kinetic studies presented provide the clearest head-to-head kinetic comparisons between mechanochemical and conventional systems at identical temperatures. Attempts are provided at classifying the kinetics of one example. Removal of polar, protic solvents from these reactions presents environmental benefits to a reaction class whose kinetics are heavily dependent on such solvents.

Topics & Concepts

ChemistryMechanochemistryNucleophilic substitutionYield (engineering)KineticsSubstitution reactionNucleophileKinetic energyChemical kineticsNucleophilic aromatic substitutionComputational chemistryOrganic chemistryThermodynamicsCatalysisQuantum mechanicsPhysicsPhenothiazines and Benzothiazines Synthesis and ActivitiesSynthesis and Reactivity of HeterocyclesChemical Reaction Mechanisms
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