Organic thermally activated delayed fluorescence (TADF) compounds used in photocatalysis

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(13), P. 7587 - 7680

Published: Jan. 1, 2021

Organic compounds that show Thermally Activated Delayed Fluorescence (TADF) have become wildly popular as next generation emitters in organic light-emitting diodes (OLEDs), but since 2016, received significant and increasing attention photocatalysts.

Language: Английский

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Visible light photocatalysis in the late-stage functionalization of pharmaceutically relevant compounds

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 50(2), P. 766 - 897

Published: Dec. 22, 2020

Recent developments and future prospects of visible-light photocatalysis in the late-stage functionalization pharmaceuticals natural bioactive compounds.

Language: Английский

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Late-Stage C–H Functionalization of Azines

Chemical Reviews, Journal Year: 2023, Volume and Issue: 123(12), P. 7655 - 7691

Published: May 3, 2023

Azines, such as pyridines, quinolines, pyrimidines, and pyridazines, are widespread components of pharmaceuticals. Their occurrence derives from a suite physiochemical properties that match key criteria in drug design is tunable by varying their substituents. Developments synthetic chemistry, therefore, directly impact these efforts, methods can install various groups azine C–H bonds particularly valuable. Furthermore, there growing interest late-stage functionalization (LSF) reactions focus on advanced candidate compounds often complex structures with multiple heterocycles, functional groups, reactive sites. Because factors electron-deficient nature the effects Lewis basic N atom, distinct arene counterparts, application LSF contexts difficult. However, have been many significant advances reactions, this review will describe progress, much which has occurred over past decade. It possible to categorize radical addition processes, metal-catalyzed activation transformations occurring via dearomatized intermediates. Substantial variation reaction within each category indicates both rich reactivity heterocycles creativity approaches involved.

Language: Английский

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Photocatalytic C(sp³) radical generationviaC–H, C–C, and C–X bond cleavage

Chemical Science, Journal Year: 2022, Volume and Issue: 13(19), P. 5465 - 5504

Published: Jan. 1, 2022

C(sp 3 ) radicals (R˙) are of broad research interest and synthetic utility.

Language: Английский

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Organophotoelectrocatalytic C(sp²)–H alkylation of heteroarenes with unactivated C(sp³)–H compounds

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(42), P. 5502 - 5505

Published: Jan. 1, 2024

An organophotoelectrocatalytic method for the C(sp 2 )–H alkylation of heteroarenes with unactivated 3 compounds via dehydrogenation cross-coupling was developed.

Language: Английский

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Fifty Shades of Phenanthroline: Synthesis Strategies to Functionalize 1,10-Phenanthroline in All Positions

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(11), P. 6700 - 6902

Published: May 15, 2024

1,10-Phenanthroline (phen) is one of the most popular ligands ever used in coordination chemistry due to its strong affinity for a wide range metals with various oxidation states. Its polyaromatic structure provides robustness and rigidity, leading intriguing features numerous fields (luminescent scaffolds, catalysis, supramolecular chemistry, sensors, theranostics, etc.). Importantly, phen offers eight distinct positions functional groups be attached, showcasing remarkable versatility such simple ligand. As result, has become landmark molecule chemists, serving as must-use ligand versatile platform designing polyfunctional arrays. The extensive use substituted phenanthroline different metal ions resulted diverse array complexes tailored applications. For instance, these have been utilized sensitizers dye-sensitized solar cells, luminescent probes modified antibodies biomaterials, creation elegant architectures like rotaxanes catenanes, exemplified by Sauvage's Nobel Prize-winning work 2016. In summary, found applications almost every facet chemistry. An aspect specific reactivity each pair carbon atoms ([2,9], [3,8], [4,7], [5,6]), enabling functionalization Furthermore, it possible differentiate position pairs, resulting non-symmetrical systems tremendous versatility. this Review, authors aim compile categorize existing synthetic strategies stepwise polyfunctionalization positions. This comprehensive toolbox will aid chemists virtually any survey encompass seminal from 1950s present day. scope Review limited 1,10-phenanthroline, excluding more intracyclic heteroatoms or fused aromatic cycles. Overall, primary goal highlight both old recent that find applicability mentioned By doing so, hope establish first reference synthesis, covering all on backbone, inspire concerned devise new not yet explored.

Language: Английский

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Decatungstate-photocatalyzed direct acylation of N-heterocycles with aldehydes

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(12), P. 7331 - 7336

Published: Jan. 1, 2024

A novel photocatalytic acylation strategy was developed harnessing tetrabutylammonium decatungstate (TBADT) as a hydrogen atom transfer (HAT) photocatalyst to facilitate the direct coupling of aldehydes with N-heterocycles at ambient temperature.

Language: Английский

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Photocatalyzed Minisci-type reactions for late-stage functionalization of pharmaceutically relevant compounds

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(7), P. 3595 - 3626

Published: Jan. 1, 2024

The application of photocatalyzed Minisci-type reactions in LSF accelerates the discovery drug candidates a green way.

Language: Английский

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Bromide-Promoted Visible-Light-Induced Reductive Minisci Reaction with Aldehydes

ACS Catalysis, Journal Year: 2019, Volume and Issue: 10(1), P. 154 - 159

Published: Nov. 27, 2019

Radical addition is a robust tool for bond formation. While ketyl radical reactivity of aldehydes by photoredox has been well-established, herein, we have now revealed pathway umpolung with or without external reductant. Hence, the reductive alkylations and challenging benzylations nitrogen heteroarenes (i.e., Minisci reactions) are enabled bromide-promoted visible light-mediated photocatalysis. The present protocol offers mild, viable method late-stage transition-metal-free biologically active nitrogen-heteroarene molecules. Mechanistic studies indicative bromide-initiated acyl mechanism in absence

Language: Английский

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Visible-Light-Induced Deoxygenation/Defluorination Protocol for Synthesis of γ,γ-Difluoroallylic Ketones

Organic Letters, Journal Year: 2020, Volume and Issue: 22(2), P. 709 - 713

Published: Jan. 7, 2020

Herein, we describe an efficient, practical photocatalytic deoxygenation/defluorination protocol for the synthesis of γ,γ-difluoroallylic ketones from commercially available aromatic carboxylic acids, triphenylphosphine, and α-trifluoromethyl alkenes. The has good functional group tolerance a broad substrate scope. Using this method, accomplished late-stage functionalization several bioactive molecules.

Language: Английский

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