Photochemical Intermolecular [3σ + 2σ]-Cycloaddition for the Construction of Aminobicyclo[3.1.1]heptanes DOI
Yongxiang Zheng, Weichen Huang,

Roshan K. Dhungana

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(51), С. 23685 - 23690

Опубликована: Дек. 16, 2022

The development of synthetic strategies for the preparation bioisosteric compounds is a demanding undertaking in medicinal chemistry. Numerous have been developed synthesis bicyclo[1.1.1]pentanes (BCPs), bridge-substituted BCPs, and bicyclo[2.1.1]hexanes. However, progress on bicyclo[3.1.1]heptanes, which serve as meta-substituted arene bioisosteres, has not previously explored. Herein, we disclose first photoinduced [3σ + 2σ] cycloaddition trisubstituted bicyclo[3.1.1]heptanes using bicyclo[1.1.0]butanes cyclopropylamines. This transformation only uses mild operationally simple conditions but also provides unique bioisosteres. applicability this method showcased by derivatization reactions.

Язык: Английский

Synthetic Methods Driven by the Photoactivity of Electron Donor–Acceptor Complexes DOI Creative Commons
Giacomo E. M. Crisenza, Daniele Mazzarella, Paolo Melchiorre

и другие.

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

Процитировано

877

Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry DOI
Laura Buglioni, Fabian Raymenants, Aidan Slattery

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 2752 - 2906

Опубликована: Авг. 10, 2021

Photoinduced chemical transformations have received in recent years a tremendous amount of attention, providing plethora opportunities to synthetic organic chemists. However, performing photochemical transformation can be quite challenge because various issues related the delivery photons. These challenges barred widespread adoption steps industry. past decade, several technological innovations led more reproducible, selective, and scalable photoinduced reactions. Herein, we provide comprehensive overview these exciting advances, including flow chemistry, high-throughput experimentation, reactor design scale-up, combination photo- electro-chemistry.

Язык: Английский

Процитировано

540

Water treatment technologies in removing heavy metal ions from wastewater: A review DOI
Tawfik A. Saleh, Mujahid Mustaqeem, Mazen Khaled

и другие.

Environmental Nanotechnology Monitoring & Management, Год журнала: 2021, Номер 17, С. 100617 - 100617

Опубликована: Дек. 16, 2021

Язык: Английский

Процитировано

371

Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis DOI
Nicholas E. S. Tay, Dan Lehnherr, Tomislav Rovis

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 2487 - 2649

Опубликована: Ноя. 9, 2021

Redox processes are at the heart of synthetic methods that rely on either electrochemistry or photoredox catalysis, but how do and catalysis compare? Both approaches provide access to high energy intermediates (e.g., radicals) enable bond formations not constrained by rules ionic 2 electron (e) mechanisms. Instead, they 1e mechanisms capable bypassing electronic steric limitations protecting group requirements, thus enabling chemists disconnect molecules in new different ways. However, while providing similar intermediates, differ several physical chemistry principles. Understanding those differences can be key designing transformations forging disconnections. This review aims highlight these similarities between comparing their underlying principles describing impact electrochemical photochemical methods.

Язык: Английский

Процитировано

357

Multi‐Photon Excitation in Photoredox Catalysis: Concepts, Applications, Methods DOI
Felix Glaser, Christoph Kerzig, Oliver S. Wenger

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(26), С. 10266 - 10284

Опубликована: Янв. 16, 2020

Abstract The energy of visible photons and the accessible redox potentials common photocatalysts set thermodynamic limits to photochemical reactions that can be driven by traditional visible‐light irradiation. UV excitation damaging induce side reactions, hence or even near‐IR light is usually preferable. Thus, photochemistry currently faces two divergent challenges, namely desire perform ever more thermodynamically demanding with increasingly lower photon energies. pooling low‐energy address both challenges simultaneously, whilst multi‐photon spectroscopy well established, synthetic photoredox chemistry has only recently started exploit processes on preparative scale. Herein, we have a critical look at developed mechanistic concepts, discuss pertinent experimental methods, provide an outlook into possible future developments this rapidly emerging area.

Язык: Английский

Процитировано

347

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

Megan Amy Bryden,

Eli Zysman‐Colman

Chemical Society Reviews, Год журнала: 2021, Номер 50(13), С. 7587 - 7680

Опубликована: Янв. 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.

Язык: Английский

Процитировано

336

Photocatalytic ammonia synthesis: Recent progress and future DOI
Shuai Zhang, Yunxuan Zhao, Run Shi

и другие.

EnergyChem, Год журнала: 2019, Номер 1(2), С. 100013 - 100013

Опубликована: Авг. 12, 2019

Язык: Английский

Процитировано

296

Photocatalysis in the Life Science Industry DOI
Lisa Candish,

Karl D. Collins,

Gemma C. Cook

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 2907 - 2980

Опубликована: Сен. 24, 2021

In the pursuit of new pharmaceuticals and agrochemicals, chemists in life science industry require access to mild robust synthetic methodologies systematically modify chemical structures, explore novel space, enable efficient synthesis. this context, photocatalysis has emerged as a powerful technology for synthesis complex often highly functionalized molecules. This Review aims summarize published contributions field from industry, including research industrial-academic partnerships. An overview developed strategic applications synthesis, peptide functionalization, isotope labeling, both DNA-encoded traditional library is provided, along with summary state-of-the-art photoreactor effective upscaling photocatalytic reactions.

Язык: Английский

Процитировано

292

Catalyst‐Free Deaminative Functionalizations of Primary Amines by Photoinduced Single‐Electron Transfer DOI Creative Commons
Jingjing Wu, Phillip Grant, Xiabing Li

и другие.

Angewandte Chemie International Edition, Год журнала: 2019, Номер 58(17), С. 5697 - 5701

Опубликована: Фев. 22, 2019

Abstract The use of pyridinium‐activated primary amines as photoactive functional groups for deaminative generation alkyl radicals under catalyst‐free conditions is described. By taking advantage the visible light absorptivity electron donor–acceptor complexes between Katritzky pyridinium salts and either Hantzsch ester or Et 3 N, photoinduced single‐electron transfer could be initiated in absence a photocatalyst. This general reactivity platform has been applied to alkylation (Giese), allylation, vinylation, alkynylation, thioetherification, hydrodeamination reactions. mild are amenable diverse range secondary pyridiniums demonstrate broad group tolerance.

Язык: Английский

Процитировано

291

Nanostructured metal phosphides: from controllable synthesis to sustainable catalysis DOI
Shao‐Hai Li, Ming–Yu Qi, Zi‐Rong Tang

и другие.

Chemical Society Reviews, Год журнала: 2021, Номер 50(13), С. 7539 - 7586

Опубликована: Янв. 1, 2021

Metal phosphides (MPs) with unique and desirable physicochemical properties provide promising potential in implementable sustainable catalytic fields including electrocatalysis, photocatalysis, mild thermocatalysis, interdisciplinary hybrid systems.

Язык: Английский

Процитировано

273