Photoinduced Ring‐Opening Functionalization of α‐Imino‐Oxy Acids and Alkanols Enabled by Phthalate‐Derived Proton‐Coupled Electron Transfer Mediator DOI
Chao Tian, Lei Shi

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 12, 2025

Comprehensive Summary A dual catalytic manifold that combines photoredox catalysis and phthalate‐catalyzed hydrogen‐atom abstraction process has been developed to realize diverse fragmentation‐functionalization reactions. Key success is photocatalytic generation of tether‐tunable distonic radical anions (TDRAs) as proton‐coupled electron transfer mediators, enabling polarity‐matching‐based formation heteroatom‐centered radicals allows for further controlled exploration chemical space via C–C β ‐scission. These reactions feature exceptionally broad substrate generality, gram‐scale synthesis, potential biocompatibility late‐stage modification complex molecules, while obviating the use stoichiometric often unsafe peroxides in our previous studies. Mechanistic studies support a redox‐neutral relay pathway enabled by situ ‐generated, TDRAs.

Language: Английский

Photoinduced Ring‐Opening Functionalization of α‐Imino‐Oxy Acids and Alkanols Enabled by Phthalate‐Derived Proton‐Coupled Electron Transfer Mediator DOI
Chao Tian, Lei Shi

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 12, 2025

Comprehensive Summary A dual catalytic manifold that combines photoredox catalysis and phthalate‐catalyzed hydrogen‐atom abstraction process has been developed to realize diverse fragmentation‐functionalization reactions. Key success is photocatalytic generation of tether‐tunable distonic radical anions (TDRAs) as proton‐coupled electron transfer mediators, enabling polarity‐matching‐based formation heteroatom‐centered radicals allows for further controlled exploration chemical space via C–C β ‐scission. These reactions feature exceptionally broad substrate generality, gram‐scale synthesis, potential biocompatibility late‐stage modification complex molecules, while obviating the use stoichiometric often unsafe peroxides in our previous studies. Mechanistic studies support a redox‐neutral relay pathway enabled by situ ‐generated, TDRAs.

Language: Английский

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