Contact-electro-catalysis (CEC)

Chemical Society Reviews, Год журнала: 2024, Номер 53(9), С. 4349 - 4373

Опубликована: Янв. 1, 2024

Contact-electro-catalysis (CEC) is an emerging field that utilizes electron transfer occurring at the liquid–solid and even liquid–liquid interfaces because of contact-electrification effect to stimulate redox reactions.

Язык: Английский

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Photoinduced Selective B–H Activation of nido-Carboranes

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(11), С. 7791 - 7802

Опубликована: Март 10, 2024

The development of new synthetic methods for B–H bond activation has been an important research area in boron cluster chemistry, which may provide opportunities to broaden the application scope clusters. Herein, we present a reaction strategy direct site-selective functionalization nido-carboranes initiated by photoinduced cage via noncovalent cage···π interaction. As result, nido-carborane radical is generated through single electron transfer from 3D 2D photocatalyst upon irradiation with green light. resulting transient could be directly probed advanced time-resolved EPR technique. In air, subsequent transformations active have led efficient and selective B–N, B–S, B–Se couplings presence N-heterocycles, imines, thioethers, thioamides, selenium ethers. This protocol also facilitates both late-stage modification drugs synthesis nido-carborane-based drug candidates neutron capture therapy (BNCT).

Язык: Английский

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Radical hydroboration for the synthesis of organoboron compounds

Chemical Communications, Год журнала: 2024, Номер 60(32), С. 4275 - 4289

Опубликована: Янв. 1, 2024

This review describes the recent research on radical hydroboration, which covers different boron sources including N-heterocyclic carbene borane, bis(pinacolato)diboron and pinacolborane, as well strategies in boryl generation.

Язык: Английский

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Boryls, their compounds and reactivity: a structure and bonding perspective

Chemical Science, Год журнала: 2024, Номер 15(9), С. 3060 - 3070

Опубликована: Янв. 1, 2024

Boryls and their compounds are important due to diverse range of applications in the fields materials science catalysis. They an integral part boron chemistry, which has attracted tremendous research interest over past few decades. In this perspective, we provide in-depth analysis reaction chemistry boryl from a structure bonding perspective. We discuss reactivity boryls various transition metal complexes diborane(4) towards different substrate molecules, with focus on nucleophilic electrophilic properties processes. Additionally, briefly radicals. Our sheds new light unique potential for catalytic applications.

Язык: Английский

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Photoinduced Electron Donor Acceptor Complex‐Enabled α‐C(sp³)−H Alkenylation of Amines

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(44)

Опубликована: Июль 13, 2024

Allylic amines are prevalent and vital structural components present in many bioactive compounds natural products. Additionally, they serve as valuable intermediates building blocks, with wide-ranging applications organic synthesis. However, direct α-C(sp

Язык: Английский

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Photocatalytic Direct Borylation of Benzothiazole Heterocycles via a Triplet Activation Strategy

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 11, 2025

Boron compounds are widely employed in organic chemistry, pharmaceuticals, and materials science. Among them, borylated heterocycles serve as versatile synthons for the construction of new C-C or C-heteroatom bonds via coupling radical processes. Such methods direct C-H borylation reactions high synthetic value to reduce number steps amount waste improve efficiency. Despite significant advances, remains an ongoing challenge with great potential applications chemical synthesis. Herein, we describe a photocatalytic reaction five-membered ring by employing stable N-heterocyclic carbene borane borylating reagent photoredox catalyst. Under green mild conditions, was achieved on series benzo-fused heterocyclic compounds. Further studies demonstrate utility this approach pharmaceutical agrochemical research.

Язык: Английский

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Dative Bonding Activation Enables Precise Functionalization of the Remote B–H Bond of nido-Carborane Clusters

Journal of the American Chemical Society, Год журнала: 2024, Номер unknown

Опубликована: Сен. 13, 2024

The innovation of synthetic strategies for selective B-H functionalization is a pivotal objective in the realm boron cluster chemistry. However, precise, efficient, and rapid bond carboranes that distant from existing functional groups remains intractable owing to limited approaches site-selective control established methods. Herein, we report dative bonding activation strategy nonclassical remote site

Язык: Английский

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Dearomative 1,4-Difunctionalization of Non-Activated Arenes Enabled by Boryl Radical-Mediated Halogen-Atom Transfer

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 1294 - 1304

Опубликована: Янв. 7, 2025

Given the widespread presence of spirocyclic scaffolds in natural products and pharmacologically relevant synthetic compounds, development efficient methodologies for their construction holds great importance medicinal chemistry pharmaceutical research. In this study, a general photochemical dearomative spirocyclization nonactivated arenes has been established. The key to method lies ability amine-borane radicals activate aryl bromides iodides via halogen-atom transfer, thereby allowing conversion halides into corresponding subsequent chemodivergent transformations. remarkable compatibility versatility 1,4-difunctionalization is showed by rapid assembly structurally diverse 1,4-cyclohexadiene-based spirocycles incorporating oxindole, indoline, or dihydrobenzofuran subunits. Moreover, potential utility protocol exemplified formal total synthesis vasopressin V2 receptor antagonist Satavaptan.

Язык: Английский

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Recent advances in hydrogen atom transfer induced C(sp³)–H functionalizations initiated by radical addition to alkynes

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(4), С. 1232 - 1250

Опубликована: Дек. 28, 2023

Recent advances in HAT-induced C(sp 3 )–H functionalizations triggered by radical addition to alkynes, including 5- exo-trig , endo-trig 4- and 6- cyclization cascades, intermolecular functionalizations, are summarized.

Язык: Английский

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Rapid Prediction of Energy Level Alignment and Conductance of Single‐Molecule Junctions Through Intramolecular Dipole Moment

Advanced Functional Materials, Год журнала: 2024, Номер unknown

Опубликована: Апрель 4, 2024

Abstract How substituents affect the conductance of single‐molecule junctions has been a subject ongoing debate. Here, comparative study on transport properties across broader range experimentally proposed and representative π‐conjugated molecular systems, each characterized by prototypical backbone motifs with distinct terminal groups featuring is conducted. Employing non‐equilibrium Green's function method within density functional theory, this investigation reveals significant impact junction due to asymmetric characteristics arising from both electronic spatial effects induced di‐substituents phenanthrene analogs C═C or B─N motifs. Remarkably, linear correlation uncovered, either negative positive, between dipole moment molecules conductance, contingent upon whether governed highest occupied orbital (HOMO) lowest unoccupied (LUMO) states. Furthermore, validity descriptor substantiated various substituted series, including 2,7‐dipyridylfluorene, oligo(phenylene ethynylene), 1,4‐diaminobenzene. These findings underscore pivotal role individual moment, easily determinable, in offering precise predictive insight into intricate junctions.

Язык: Английский

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