Mechanometallaphotoredox Catalysis: Utilizing Increased Throughput Mechanochemistry to Develop Solvent-Minimized Aryl Amination and C(sp2)-C(sp3) Cross-Coupling Reactions with Increased Tolerance to Aerobic Conditions DOI Creative Commons
Francis Millward, Eli Zysman‐Colman

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 22, 2025

Photocatalysis as a tool used in organic synthesis has predominantly relied on the use of solvents, be it under homogeneous or heterogeneous conditions. In particular, metallaphotoredox catalysis reactions commonly toxic solvents such DMA and DMF. Herein, we demonstrate how mechanophotocatalysis, synergistic union mechanochemistry photocatalysis, is compatible with this class dual involving both photocatalyst nickel(II) cocatalysts. Using ball milling, these mechanistically complex can conducted absence bulk solvent air, affording high-yielding aryl aminations C(sp2)-C(sp3) cross-couplings alkyl carboxylic acids, trifluoroborate salts, bromides. These advances are facilitated by introduction novel reaction vessel design for conducting four mechanophotocatalysis simultaneously. This work highlights promise solvent-minimized photocatalysis reactions, demonstrating that examples redundant, thus significantly reducing waste stream. Through time-resolved photoluminescence studies, observed excited states five different photocatalysts were quenched oxygen more solution than solid state, providing evidence origin increased tolerance to aerobic conditions experience.

Language: Английский

Mechanometallaphotoredox Catalysis: Utilizing Increased Throughput Mechanochemistry to Develop Solvent-Minimized Aryl Amination and C(sp2)-C(sp3) Cross-Coupling Reactions with Increased Tolerance to Aerobic Conditions DOI Creative Commons
Francis Millward, Eli Zysman‐Colman

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 22, 2025

Photocatalysis as a tool used in organic synthesis has predominantly relied on the use of solvents, be it under homogeneous or heterogeneous conditions. In particular, metallaphotoredox catalysis reactions commonly toxic solvents such DMA and DMF. Herein, we demonstrate how mechanophotocatalysis, synergistic union mechanochemistry photocatalysis, is compatible with this class dual involving both photocatalyst nickel(II) cocatalysts. Using ball milling, these mechanistically complex can conducted absence bulk solvent air, affording high-yielding aryl aminations C(sp2)-C(sp3) cross-couplings alkyl carboxylic acids, trifluoroborate salts, bromides. These advances are facilitated by introduction novel reaction vessel design for conducting four mechanophotocatalysis simultaneously. This work highlights promise solvent-minimized photocatalysis reactions, demonstrating that examples redundant, thus significantly reducing waste stream. Through time-resolved photoluminescence studies, observed excited states five different photocatalysts were quenched oxygen more solution than solid state, providing evidence origin increased tolerance to aerobic conditions experience.

Language: Английский

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