Bench-Stable Meisenheimer Complexes: Synthesis, Characterization, and Divergent Reactivity for Dearomatization DOI
Wei‐Long Zeng, Qi‐Dong Xia, Chuqiao Li

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(45), С. 30764 - 30770

Опубликована: Окт. 30, 2024

The chemistry of the Meisenheimer complexes is fundamental interest in organic chemistry. While nitro group has been extensively employed to facilitate formation and stabilization complexes, analogous application more user-friendly ester groups remained an unexplored frontier. Herein, we report ester-stabilized which have remarkable air-, moisture-, thermo-stability. Moreover, isolable well-defined intermediates exhibit divergent reactivity for dearomatization reactions, including modular 1,4-additions, dearomative (2 + 3) cycloadditions, even higher-order (4

Язык: Английский

Excited Organic Radicals in Photoredox Catalysis DOI Creative Commons
Björn Pfund, Oliver S. Wenger

JACS Au, Год журнала: 2025, Номер 5(2), С. 426 - 447

Опубликована: Янв. 29, 2025

Many important synthetic-oriented works have proposed excited organic radicals as photoactive species, yet mechanistic studies raised doubts about whether they can truly function photocatalysts. This skepticism originates from the formation of (photo)redox-active degradation products and picosecond decay electronically radicals, which is considered too short for diffusion-based photoinduced electron transfer reactions. From this perspective, we analyze synthetic transformations where been photocatalysts, comparing their theoretical maximum state potentials with required observed photocatalytic reactivity. We summarize structurally similar photocatalysts indicating different reaction pathways some catalytic systems, addressing cases radical exceed Additionally, perform a kinetic analysis to explain in on subpicosecond time scales. further rationalize potential anti-Kasha reactivity higher states femtosecond lifetimes, highlighting how future photocatalysis advancements could unlock new photochemical pathways.

Язык: Английский

Процитировано

4

Bench-Stable Meisenheimer Complexes: Synthesis, Characterization, and Divergent Reactivity for Dearomatization DOI
Wei‐Long Zeng, Qi‐Dong Xia, Chuqiao Li

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(45), С. 30764 - 30770

Опубликована: Окт. 30, 2024

The chemistry of the Meisenheimer complexes is fundamental interest in organic chemistry. While nitro group has been extensively employed to facilitate formation and stabilization complexes, analogous application more user-friendly ester groups remained an unexplored frontier. Herein, we report ester-stabilized which have remarkable air-, moisture-, thermo-stability. Moreover, isolable well-defined intermediates exhibit divergent reactivity for dearomatization reactions, including modular 1,4-additions, dearomative (2 + 3) cycloadditions, even higher-order (4

Язык: Английский

Процитировано

0