Impact of Adding N-hexylamine to Nickel Metallophotoredox C–N Coupling to Form Diarylamines

Abstract

The mechanistic understanding of how alkylamines impact Ni-metallophotoredox C–N coupling to form diarylamines remains unclear. In this study, 12-alkylamines were evaluated as additives to determine their effects on the synthesis of diarylamines in a flow photochemical system. Notably, n-hexylamine demonstrated the most significant promotional effect. Spectroscopic studies and experimental data reveal n-hexylamine substitutes DABCO as a Ni catalyst ligand, enhancing yields particularly in sterically hindered arylamines.