The Golden Age of Thermally Activated Delayed Fluorescence Materials: Design and Exploitation

Chemical Reviews, Год журнала: 2024, Номер unknown

Опубликована: Дек. 12, 2024

Since the seminal report by Adachi and co-workers in 2012, there has been a veritable explosion of interest design thermally activated delayed fluorescence (TADF) compounds, particularly as emitters for organic light-emitting diodes (OLEDs). With rapid advancements innovation materials design, efficiencies TADF OLEDs each primary color points well white devices now rival those state-of-the-art phosphorescent emitters. Beyond electroluminescent devices, compounds have also found increasing utility applications numerous related fields, from photocatalysis, to sensing, imaging beyond. Following our previous review 2017 (

Язык: Английский

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Radical Reactions with N-Heterocyclic Carbene (NHC)-Derived Acyl Azoliums for Access to Multifunctionalized Ketones

ACS Catalysis, Год журнала: 2024, Номер 14(11), С. 8270 - 8293

Опубликована: Май 13, 2024

As one of the most important key intermediates, NHC-bound acylazolium-based ionic transformations have been intensively explored in past two decades. With expeditious development NHC-catalyzed radical recent years, acylazolium chemistry has reached another level, with number relevant publications increasing significantly. However, a summary focused on acylations NHC-derived acyl azoliums classified according to mechanistic difference not reported. Such detailed classification and deep analysis provide opportunities for better understanding history trend this field. In review, reactions N-heterocyclic carbene (NHC)-derived are systematically introduced. The achievements challenges within area also summarized discussed at end.

Язык: Английский

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Recent advances in three-component radical acylative difunctionalization of unsaturated carbon–carbon bonds

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(18), С. 4488 - 4515

Опубликована: Янв. 1, 2023

This review highlights the recent advances in radical acylated difunctionalization of unsaturated carbon–carbon bonds and focuses on mechanistic insights these transformations.

Язык: Английский

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Visible light-induced synthesis of 1,3-disubstituted bicyclo[1.1.1]pentane ketonesviacooperative photoredox and N-heterocyclic carbene catalysis

Green Chemistry, Год журнала: 2023, Номер 25(10), С. 3909 - 3915

Опубликована: Янв. 1, 2023

Visible light-induced highly efficient synthesis of 1,3-disubstituted bicyclo[1.1.1]pentane with mild conditions, high atom economy, and superior functional group tolerance.

Язык: Английский

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Radical Acylation of Alkenes by NHC‐Organocatalysis

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(48)

Опубликована: Окт. 11, 2023

Abstract N ‐Heterocyclic carbene (NHC) catalyzed radical‐radical reactions have been proven to be powerful strategies for assembling ketyl‐containing compounds via single electron transfer (SET) pathway under either thermal conditions or photoredox conditions. In this context, acylation of alkenes radical relay NHC‐organocatalysis has also opened a new window the difunctionalization construct valuable molecules in organic synthesis. review, advances and progress were summarized according different ways generation key NHC‐bound ketyl‐type radicals. Furthermore, reaction scopes, limitations mechanisms discussed based on types catalytic systems. Conclusions perspectives put forward at end.

Язык: Английский

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Accelerating Intersystem Crossing in Multiresonance Thermally Activated Delayed Fluorescence Emitters via Long-Range Charge Transfer

The Journal of Physical Chemistry Letters, Год журнала: 2024, Номер 15(15), С. 4197 - 4205

Опубликована: Апрель 10, 2024

Multiresonance thermally activated delayed fluorescence (MR-TADF) emitters are excellent candidates for high-performance organic light-emitting diodes (OLEDs) due to their narrowband emission properties. However, the inherent mechanism of regulating rate intersystem crossing (ISC) is ambiguous in certain MR-TADF skeletons. Herein, we propose a accelerating ISC B/S-based by peripheral modifications electron-donating groups (EDGs) without affecting property. The long-range charge transfer (LRCT) stems from introduced EDG leading high-lying singlet and triplet excited states. process accelerated enhanced spin–orbital coupling (SOC) between short-range (SRCT) LRCT manifolds. Meanwhile, derived MR-type SRCT state well retained as expected peripherally modified emitters. This work reveals regulation photophysical properties states provides significant theoretical basis modulating further design materials.

Язык: Английский

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Modular synthesis of 1,4-diketones through regioselective bis-acylation of olefins by merging NHC and photoredox catalysis

Chinese Chemical Letters, Год журнала: 2023, Номер 34(11), С. 108271 - 108271

Опубликована: Март 2, 2023

Язык: Английский

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Photomediated Hydro(deutero)acylation of Olefins by Decarboxylative Addition of α-Oxocarboxylic Acids

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(4), С. 2741 - 2747

Опубликована: Фев. 1, 2024

Acyl radicals have been generated from the decarboxylation of α-oxocarboxylic acids by using a readily accessible organic pyrimidopteridine photoredox catalyst under ultraviolet-A (UV-A) light irradiation. These reactive acyl were smoothly added to olefins such as styrenes and diverse Michael acceptors, with assistance H2O/D2O hydrogen donors, enabling easy access range ketones/β-deuterio ketones. A wide are compatible this reaction, which shows reliable, atom-economical, eco-friendly protocol. Furthermore, postsynthetic diversifications applications presented.

Язык: Английский

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Catalytic Synthesis of Carbonyl Compounds Using Acyl Fluorides, Carbamoyl Fluorides, and Fluoroformates: An Overview

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(5)

Опубликована: Фев. 1, 2024

Abstract Acyl fluorides, carbamoyl fluorides and fluoroformates have been employed as efficient reagents in a number of organic syntheses. Their application catalytic transformations, however, began to be explored the early 2000s. Recently, these increasingly gained attention owing their unique reactivity diverse systems. This review aims overview advancements development processes, including transition‐metal catalysis, organocatalysis, cooperative NHC/photoredox where organofluorine compounds are acyl, carbamoyl, ester group donors.

Язык: Английский

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Phosphonylacylation of Alkenes Enabled by Visible-Light-Induced N-Heterocyclic Carbene Catalysis

Organic Letters, Год журнала: 2024, Номер 26(8), С. 1711 - 1717

Опубликована: Фев. 20, 2024

Herein, we report the phosphonylacylation of alkenes via visible-light-induced N-heterocyclic carbene (NHC) catalysis to afford a series γ-ketophosphonates in moderate good yields. This protocol features mild conditions, free photocatalyst, and compatibility functional groups. The excited Breslow enolate intermediate was proposed undergo single-electron transfer with oxime phosphonate generate corresponding ketyl radical phosphonyl radical.

Язык: Английский

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