Tetrahedron Letters, Год журнала: 2024, Номер 153, С. 155367 - 155367
Опубликована: Ноя. 14, 2024
Язык: Английский
Chemical Science, Год журнала: 2024, Номер 15(25), С. 9582 - 9590
Опубликована: Янв. 1, 2024
Diverse amines and amino acids are now readily accessed from carboxylic acids, aldehydes, amine precursors in a direct decarboxylative reaction enabled by homogeneous triple catalytic system based on acridine photocatalysis.
Язык: Английский
Процитировано
8
Journal of the American Chemical Society, Год журнала: 2024, Номер unknown
Опубликована: Сен. 12, 2024
Alkyl radicals generated via an acridine photocatalyzed decarboxylation reaction of feedstock carboxylic acids engage with a range cyclic imine-BF
Язык: Английский
Процитировано
4
Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
Homologation of carboxylic acids with a tosylhydrazone reagent is described. The reaction performed using dual acridine/decatungstate photocatalytic system.
Язык: Английский
Процитировано
0
Journal of the American Chemical Society, Год журнала: 2025, Номер 147(6), С. 4736 - 4742
Опубликована: Янв. 31, 2025
The preparation of alcohols with anti-Markovnikov selectivity directly from olefins and water is a sought-after reaction due to its atom-economy potential cost-effectiveness. Herein, we present the first general method for direct, catalytic hydration unconjugated tri- disubstituted olefins. key advancement made possible by an oxidative (E*red = 2.15 V) N-H acridinium catalyst, which allowed functionalization alkenes that were previously unreactive in such transformations their high oxidation potential. developed protocol not limited but also enables other hydrofunctionalizations, as hydroetherifications, following same mechanistic pathway.
Язык: Английский
Процитировано
0
The Chemical Record, Год журнала: 2024, Номер unknown
Опубликована: Дек. 17, 2024
Abstract Azomethines is a class of compounds, which have traditionally served as electrophilic substrates, but their reactions with radicals long been limited. Photocatalysis provided ample opportunities for promoting these reactions, wide variety reagents serving precursors radicals. Besides regular addition mode at the azomethine fragment, oxidative pathway, in C=N bond remains product, has become possible by proper selection redox catalyst. This review summarizes new developments this rapidly developing field over past five years. New concepts on activation towards radical attack are discussed.
Язык: Английский
Процитировано
2
Mendeleev Communications, Год журнала: 2024, Номер 34(5), С. 673 - 675
Опубликована: Сен. 1, 2024
Язык: Английский
Процитировано
2
ACS Catalysis, Год журнала: 2024, Номер 14(19), С. 14574 - 14585
Опубликована: Сен. 16, 2024
A class of in-situ generated Lewis acid (LA) activated acridine complexes is reported, which act as potent photochemical catalysts for the oxidation a variety protected secondary amines. Acridine/LA exhibit tunable excited state reduction potentials ranging from +2.07 to 2.38 V vs. SCE. The ytterbium triflate complex 3,6-di-t-butyl-9-mesitylacridine catalyzes Giese-type reaction Boc-protected amines with challenging conjugate acceptors such acrylates, that are inaccessible analogous acridinium (t-Bu-Mes-Acr⊕) catalyzed reaction. mechanism this was investigated using suite physical organic probes including intramolecular 13C kinetic isotope effects (KIEs), variable time normalization analysis (VTNA) kinetics, determination redox potentials, and computational studies. In by t-Bu-Mes-Acr⊕, mechanistic studies consistent single-electron transfer (SET) ground-state reduced t-Bu-Mes-Acr• α-keto radical intermediate first irreversible step in catalytic cycle. Intriguingly, we find acridine/LA better ground reductants (-0.72 -0.74 vs SCE) relative (-0.59 predict increased substrate reactivity stems lower energy barrier key SET event.
Язык: Английский
Процитировано
1
Tetrahedron Letters, Год журнала: 2024, Номер 153, С. 155367 - 155367
Опубликована: Ноя. 14, 2024
Язык: Английский
Процитировано
0