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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γ-Amino Alcohols via Energy Transfer Enabled Brook Rearrangement

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(15), P. 10899 - 10907

Published: April 3, 2024

In the long-standing quest to synthesize fundamental building blocks with key functional group motifs, photochemistry in recent past has comprehensively established its attractiveness. Amino alcohols are not only functionally diverse but ubiquitous biologically active realm of compounds. We developed bench-stable bifunctional reagents that could then access sparsely reported γ-amino directly from feedstock alkenes through energy transfer (EnT) photocatalysis. A designed 1,3-linkage across is made possible by intervention a radical Brook rearrangement takes place downstream EnT-mediated homolysis our reagent(s). combination experimental mechanistic investigations and detailed computational studies (DFT) indicates chain propagated reaction pathway.

Language: Английский

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Synergistic Brønsted Base/Photoredox‐Catalyzed Three‐Component Coupling with Malonates to Synthesize δ‐Hydroxy Esters and δ‐Keto Esters

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(9), P. 957 - 962

Published: Jan. 18, 2024

Comprehensive Summary Multicomponent alkene 1,2‐dicarbofunctionalizations (DCFs) have emerged as a powerful strategy to rapidly incorporate both two carbon subunits across one C—C double bond in step for enhancing molecular complexity and diversity. To the best of our knowledge, there is only report on photoredox‐catalyzed three‐component DCFs with malonates through radical−radical cross‐coupling, while radical‐polar crossover (RPC)‐type were still rare. Herein, we describe redox‐neutral RPC‐type 1,2‐dialkylation styrenes aldehydes synergistic Brønsted base/photoredox catalysis system. This transition‐metal‐free provides an efficient clean approach broad variety δ‐hydroxy esters also features exceptionally mild conditions, wide compatibility substrate scope functional groups, high atomic economy. Moreover, 1,2‐alkylacylation from same starting materials was achieved one‐pot manner such coupling subsequent two‐electron oxidation process, providing set δ‐keto interest pharmaceutical research.

Language: Английский

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Photocatalytic decarboxylation of free carboxylic acids and their functionalization

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(72), P. 9645 - 9658

Published: Jan. 1, 2024

This highlight article summarizes the complete development of photodecarboxylative functionalization free carboxylic acids via a concerted single electron transfer (SET) or energy (ET) pathways.

Language: Английский

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Copper-catalyzed bifunctionalization of alkenes with anilines and HFIP: Efficient access to 1,3-amino alcohols

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 429, P. 115292 - 115292

Published: Jan. 1, 2024

Language: Английский

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Thermally activated delayed fluorescence materials: innovative design and advanced application in biomedicine, catalysis and electronics

RSC Advances, Journal Year: 2025, Volume and Issue: 15(10), P. 7383 - 7471

Published: Jan. 1, 2025

Thermally Activated Delayed Fluorescence (TADF) materials have emerged as a revolutionary class of functional compounds, driven by their unique ability to utilize excitons from both singlet and triplet states for efficient fluorescence emission. This manuscript provides an overview recent innovations in TADF material design, focusing on molecular strategies achieve optimal properties, including small singlet-triplet energy gaps (ΔE ST) high photoluminescence quantum yields. We explore the diverse applications materials, spanning OLEDs, biomedical imaging, photosensitizers, photocatalysis, UV photodetectors (UVOPDs), electrogenerated chemiluminescence, triplet-triplet annihilation (TTA) sensitizers, organic hybrid microwire radial heterojunctions, multicolor luminescent micelles, mechano-luminescence (ML), light-emitting electrochemical cells (LEECs), fluorescent probes. The integration these technologies highlights potential enhance performance efficiency. Through this review, we aim elucidate fundamental principles governing behavior present forward-looking perspective synthetic methodologies new, versatile materials.

Language: Английский

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Photo‐Catalyzed Redox‐Neutral 1,2‐Dialkylation of Alkenes

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(13), P. 2260 - 2265

Published: May 14, 2022

Abstract Difunctionalization of alkenes enables construction complex compounds in one pot. In this report, we presented an intermolecular, redox‐neutral three‐component dicarbofunctionalization activated under mild reaction conditions. The mechanistic studies indicated tertiary alkyl radicals from oxalate salts were first added to Giese‐type fashion, followed by nucleophilic addition with aldehydes produce the desired 1,2‐dialkylation products. catalyst system does not require any additives, good functional group compatibility, regioselectivity, and constructs two carbon centers simultaneously. magnified image

Language: Английский

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Photoredox-Catalyzed Multicomponent Synthesis of Functionalized γ-Amino Butyric Acids via Reductive Radical Polar Crossover

Organic Letters, Journal Year: 2023, Volume and Issue: 25(19), P. 3429 - 3434

Published: May 10, 2023

Multicomponent radical polar crossover (RPC) reactions are useful for leveraging both and bond-forming steps to rapidly build molecular complexity in a single transformation. However, multicomponent RPC that utilize carbonyl π-bond electrophiles underrepresented the literature. Herein, we describe mild, photoredox-catalyzed decarboxylative reaction couples carboxylic acids, Michael acceptors, formation of diversely functionalized γ-amino butyric acid derivatives. This transformation also facilitates synthesis complex biologically relevant γ-lactam compounds.

Language: Английский

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Three‐Component Reactions of Alkenes with C–C Bond Formation: Recent Developments

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(24)

Published: April 17, 2024

Abstract Alkenes are highly valuable materials in organic synthesis, and their three‐component reactions offer a promising method for C−C bond formation carbon chain elongation. This approach not only reduces the number of reaction steps but also minimizes waste generation, enabling preparation polysubstituted alkanes from simple starting materials. In this review, we provide an overview recent advancements field 2013 to 2023. We have classified developments into three main categories: (1) triggered by C‐radicals or heteroatom‐radicals; (2) cascades involving three‐membered ring intermediates; (3) transformations catalyzed metals. will discuss wide range that involve diazoium salts, arylhydrazines, acids, aldehydes, 1,3‐dicarbonyls, diazo compounds, amines, malononitriles, diacyl peroxides, ethers, 1,3‐dithiane, arenes, CuSCF 3 , selectfluor, Et N ⋅ 3HF, TBHP, CH 2 Cl CHCl CO CO, KCl, H O, other reagents. These lead alkylation, arylation, carbonylation products. believe review be helpful future research area.

Language: Английский

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Paired Electro‐Synthesis of Remote Amino Alcohols with/in H2O

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Abstract Amino alcohols, particularly remote amino alcohols and peptide are valuable due to their functional diversity in biologically active compounds. However, traditional synthesis methods face significant challenges, making electrochemistry an attractive alternative. We have developed a mild biocompatible sequential paired electrolysis strategy, leveraging copper‐electrocatalysis synthesize diverse including unnatural alcohols. Both experimental results density theory (DFT) calculations demonstrated that water serves as both the hydroxyl source solvent, facilitating generation of CuH with Cu(I) at cathode, which turn reduces aldehyde intermediates formed during reaction.

Language: Английский

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