Litcius/Paper detail

Complementary Base Lowers the Barrier in SuFEx Click Chemistry for Primary Amine Nucleophiles

Jan‐Niclas Luy, Ralf Tonner

2020ACS Omega22 citationsDOIOpen Access PDF

Abstract

and under consideration of solvent and co-reactant influence, we identify the often used complementary base as a crucial ingredient to lower the reaction barrier significantly by increasing the nucleophilicity of the primary amine. With the help of energy decomposition analysis at the transition state structures, we quantify the underlying stereoelectronic effects and propose new avenues for experimental exploration of the potential of SuFEx chemistry.

Topics & Concepts

SN2 reactionChemistryNucleophileComputational chemistryMethylamineTransition stateAmine gas treatingDecompositionBase (topology)Click chemistryReaction mechanismCombinatorial chemistryOrganic chemistryCatalysisMathematicsMathematical analysisClick Chemistry and ApplicationsFluorine in Organic ChemistryChemical Synthesis and Analysis