Impact of Adding <i>N</i>‑hexylamine\nto Nickel Metallophotoredox C–N Coupling to Form Diarylamines

The mechanistic understanding of how alkylamines impact\nNi-metallophotoredox\nC–N coupling to form diarylamines remains unclear. In this\nstudy, 12-alkylamines were evaluated as additives to determine their\neffects on the synthesis of diarylamines in a flow photochemical system.\nNotably, <i>n</i>-hexylamine demonstrated the most significant\npromotional effect. Spectroscopic studies and experimental data reveal <i>n</i>-hexylamine substitutes DABCO as a Ni catalyst ligand,\nenhancing yields particularly in sterically hindered arylamines.

Publication Details

Journal
Figshare
Published
2025-01-09
DOI
https://doi.org/10.1021/acs.joc.4c02106.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Impact of Adding N‑hexylamine\nto Nickel Metallophotoredox C–N Coupling to Form Diarylamines

Figshare
Radical Photochemical Reactions
article

Impact of Adding N‑hexylamine\nto Nickel Metallophotoredox C–N Coupling to Form Diarylamines

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Abstract

The mechanistic understanding of how alkylamines impact\nNi-metallophotoredox\nC–N coupling to form diarylamines remains unclear. In this\nstudy, 12-alkylamines were evaluated as additives to determine their\neffects on the synthesis of diarylamines in a flow photochemical system.\nNotably, <i>n</i>-hexylamine demonstrated the most significant\npromotional effect. Spectroscopic studies and experimental data reveal <i>n</i>-hexylamine substitutes DABCO as a Ni catalyst ligand,\nenhancing yields particularly in sterically hindered arylamines.

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Radical Photochemical Reactions
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Impact of Adding <i>N</i>‑hexylamine\nto Nickel Metallophotoredox C–N Coupling to Form Diarylamines · Figshare (2025) | TGRS Research Map | TGRS