The merger of transition metal and photocatalysis

Nature Reviews Chemistry, Год журнала: 2017, Номер 1(7)

Опубликована: Июль 5, 2017

Язык: Английский

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Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications

Chemical Reviews, Год журнала: 2017, Номер 117(13), С. 9247 - 9301

Опубликована: Янв. 4, 2017

Catalytic transformation of ubiquitous C-H bonds into valuable C-N offers an efficient synthetic approach to construct N-functionalized molecules. Over the last few decades, transition metal catalysis has been repeatedly proven be a powerful tool for direct conversion cheap hydrocarbons synthetically versatile amino-containing compounds. This Review comprehensively highlights recent advances in intra- and intermolecular amination reactions utilizing late metal-based catalysts. Initial discovery, mechanistic study, additional applications were categorized on basis scaffolds types reactions. Reactivity selectivity novel systems are discussed three sections, with each being defined by proposed working mode.

Язык: Английский

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Visible‐Light Photocatalysis: Does It Make a Difference in Organic Synthesis?

Angewandte Chemie International Edition, Год журнала: 2018, Номер 57(32), С. 10034 - 10072

Опубликована: Фев. 21, 2018

Visible-light photocatalysis has evolved over the last decade into a widely used method in organic synthesis. Photocatalytic variants have been reported for many important transformations, such as cross-coupling reactions, α-amino functionalizations, cycloadditions, ATRA or fluorinations. To help chemists select photocatalytic methods their synthesis, we compare this Review classical and procedures selected classes of reactions highlight advantages limitations. In cases, proceed under milder reaction conditions, typically at room temperature, stoichiometric reagents are replaced by simple oxidants reductants, air, oxygen, amines. Does visible-light make difference synthesis? The prospect shuttling electrons back forth to substrates intermediates selectively transfer energy through visible-light-absorbing photocatalyst holds promise improve current radical chemistry open up new avenues accessing reactive species hitherto unknown, especially merging with organo- metal catalysis.

Язык: Английский

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The Hitchhiker’s Guide to Flow Chemistry

Chemical Reviews, Год журнала: 2017, Номер 117(18), С. 11796 - 11893

Опубликована: Июнь 1, 2017

Flow chemistry involves the use of channels or tubing to conduct a reaction in continuous stream rather than flask. equipment provides chemists with unique control over parameters enhancing reactivity some cases enabling new reactions. This relatively young technology has received remarkable amount attention past decade many reports on what can be done flow. Until recently, however, question, "Should we do this flow?" merely been an afterthought. review introduces readers basic principles and fundamentals flow critically discusses recent accounts.

Язык: Английский

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Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 1485 - 1542

Опубликована: Ноя. 18, 2021

The merger of photoredox catalysis with transition metal catalysis, termed metallaphotoredox has become a mainstay in synthetic methodology over the past decade. Metallaphotoredox combined unparalleled capacity for bond formation broad utility photoinduced electron- and energy-transfer processes. Photocatalytic substrate activation allowed engagement simple starting materials metal-mediated bond-forming Moreover, electron or energy transfer directly key organometallic intermediates provided novel modes entirely complementary to traditional catalytic platforms. This Review details contextualizes advancements molecule construction brought forth by metallaphotocatalysis.

Язык: Английский

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Visible‐Light‐Induced Organic Photochemical Reactions through Energy‐Transfer Pathways

Angewandte Chemie International Edition, Год журнала: 2018, Номер 58(6), С. 1586 - 1604

Опубликована: Май 18, 2018

Abstract Visible‐light photocatalysis is a rapidly developing and powerful strategy to initiate organic transformations, as it closely adheres the tenants of green sustainable chemistry. Generally, most visible‐light‐induced photochemical reactions occur through single‐electron transfer (SET) pathways. Recently, energy‐transfer (EnT) have received considerable attentions from synthetic community this provides distinct reaction pathway, remarkable achievements been made in field. In Review, we highlight recent advances EnT reactions.

Язык: Английский

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Synthetic Methods Driven by the Photoactivity of Electron Donor–Acceptor Complexes

Journal of the American Chemical Society, Год журнала: 2020, Номер 142(12), С. 5461 - 5476

Опубликована: Март 5, 2020

The association of an electron-rich substrate with electron-accepting molecule can generate a new molecular aggregate in the ground state, called electron donor-acceptor (EDA) complex. Even when two precursors do not absorb visible light, resulting EDA complex often does. In 1952, Mulliken proposed quantum-mechanical theory to rationalize formation such colored complexes. However, and besides few pioneering studies 20th century, it is only past years that photochemistry has been recognized as powerful strategy for expanding potential visible-light-driven radical synthetic chemistry. Here, we explain why this photochemical approach was overlooked so long. We critically discuss historical context, scientific reasons, serendipitous observations, landmark discoveries were essential progress field. also outline future directions identify key advances are needed fully exploit photochemistry.

Язык: Английский

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Electrochemical strategies for C–H functionalization and C–N bond formation

Chemical Society Reviews, Год журнала: 2018, Номер 47(15), С. 5786 - 5865

Опубликована: Янв. 1, 2018

This review provides an overview of the use electrochemistry as appealing platform for expediting carbon–hydrogen functionalization and carbon–nitrogen bond formation.

Язык: Английский

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Mechanistic Studies in Photocatalysis

Angewandte Chemie International Edition, Год журнала: 2018, Номер 58(12), С. 3730 - 3747

Опубликована: Окт. 19, 2018

Abstract The fast‐moving fields of photoredox and photocatalysis have recently provided fresh opportunities to expand the potential synthetic organic chemistry. Advances in light‐mediated processes mainly been guided so far by empirical findings quest for reaction invention. general perception, however, is that entering a more mature phase where combination experimental mechanistic studies will play dominant role sustaining further innovation. This Review outlines key consider when developing photochemical process, best techniques available acquiring relevant information. discussion use selected case highlight how investigations can be instrumental guiding invention development synthetically useful photocatalytic transformations.

Язык: Английский

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Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts

Chemical Reviews, Год журнала: 2019, Номер 119(14), С. 8701 - 8780

Опубликована: Июнь 25, 2019

Organosulfur compounds have long played a vital role in organic chemistry and the development of novel chemical structures architectures. Prominent among these organosulfur are those involving sulfur(IV) center, which been subject countless investigations over more than hundred years. In addition to list textbook sulfur-based reactions, there has sustained interest organosulfur(IV) recent Of particular within is ease with synthetic chemist can effect wide range transformations through either bond formation or cleavage at sulfur. This review aims cover developments past decade molecules provide insight into both reactions critically rely on this versatile element diverse scaffolds that thereby be synthesized.

Язык: Английский

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