Organic Electrochemistry: Molecular Syntheses with Potential

ACS Central Science, Journal Year: 2021, Volume and Issue: 7(3), P. 415 - 431

Published: March 9, 2021

Efficient and selective molecular syntheses are paramount to

Language: Английский

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Advances on the Merger of Electrochemistry and Transition Metal Catalysis for Organic Synthesis

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(3), P. 3180 - 3218

Published: Nov. 19, 2021

Synthetic organic electrosynthesis has grown in the past few decades by achieving many valuable transformations for synthetic chemists. Although electrocatalysis been popular improving selectivity and efficiency a wide variety of energy-related applications, last two decades, there much interest to develop conceptually novel transformations, selective functionalization, sustainable reactions. This review discusses recent advances combination electrochemistry homogeneous transition-metal catalysis synthesis. The enabling mechanistic studies are presented alongside advantages as well future directions address challenges metal-catalyzed electrosynthesis.

Language: Английский

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Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes

Angewandte Chemie International Edition, Journal Year: 2020, Volume and Issue: 59(32), P. 13451 - 13457

Published: April 3, 2020

Abstract Asymmetric pallada‐electrocatalyzed C−H olefinations were achieved through the synergistic cooperation with transient directing groups. The electrochemical, atroposelective activations realized high position‐, diastereo‐, and enantio‐control under mild reaction conditions to obtain highly enantiomerically‐enriched biaryls fluorinated N−C axially chiral scaffolds. Our strategy provided expedient access to, among others, novel BINOLs, dicarboxylic acids helicenes of value asymmetric catalysis. Mechanistic studies by experiments computation key insights into catalyst's mode action.

Language: Английский

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3d metallaelectrocatalysis for resource economical syntheses

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 49(13), P. 4254 - 4272

Published: Jan. 1, 2020

This review summarizes key developments in 3d metallaelectrocatalysis the context of resource economy molecular syntheses.

Language: Английский

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Insertion of ammonia into alkenes to build aromatic N-heterocycles

Nature Communications, Journal Year: 2022, Volume and Issue: 13(1)

Published: Jan. 20, 2022

Ammonia is one of the most abundant and simple nitrogen sources with decent stability reactivity. Direct insertion ammonia into a carbon skeleton an ideal approach to building valuable N-heterocycles for extensive applications unprecedented atom step economy. Here, we show electrochemical dehydrogenative method in which inserted directly alkenes build aromatic single without use any external oxidant. This new achieves 98-99.2% economy hydrogen as only byproduct. Quinoline pyridine diverse substitutions are readily available. In this work, electrochemistry was used drive 4-electron oxidation reaction that hard access by other protocols, providing parallel pathway nitrene chemistry. tandem transformation included three distinct processes, further showcased tremendous potential manipulate heterocycles derived from Hantzsch ester diazine via pyrrole.

Language: Английский

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Electrifying green synthesis: recent advances in electrochemical annulation reactions

Green Chemistry, Journal Year: 2020, Volume and Issue: 22(15), P. 4849 - 4870

Published: Jan. 1, 2020

Herein, electrochemical annulations involving mediators and mediator-free conditions have been discussed. Also, the use of sacrificial electrodes has explored.

Language: Английский

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Recent Advances in C–H Activation for the Synthesis of π-Extended Materials

ACS Materials Letters, Journal Year: 2020, Volume and Issue: 2(8), P. 951 - 974

Published: June 29, 2020

The activation of typically unreactive aromatic C–H bonds by transition-metal catalysis has been receiving increased attention from the synthetic chemistry community in recent years. Advances this area have enabled direct and site-selective modification rings without need for pre-functionalization. Accordingly, these techniques found broad application many fields, including construction extended π-systems use materials science. This review will discuss reports reactions applied toward synthesis π-extended functional materials.

Language: Английский

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Electrochemical Access to Aza‐Polycyclic Aromatic Hydrocarbons: Rhoda‐Electrocatalyzed Domino Alkyne Annulations

Angewandte Chemie International Edition, Journal Year: 2019, Volume and Issue: 59(14), P. 5551 - 5556

Published: Dec. 3, 2019

Abstract Nitrogen‐doped polycyclic aromatic hydrocarbons (aza‐PAHs) have found broad applications in material sciences. Herein, a modular electrochemical synthesis of aza‐PAHs was developed via rhodium‐catalyzed cascade C−H activation and alkyne annulation. A multifunctional O‐methylamidoxime enabled the high chemo‐ regioselectivity. The isolation two key rhodacyclic intermediates made it possible to delineate exact order three steps. In addition, metalla‐electrocatalyzed multiple transformation is characterized by unique functional group tolerance, including highly reactive iodo azido groups.

Language: Английский

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Transition Metal‐Catalyzed Intermolecular Cascade C−H Activation/Annulation Processes for the Synthesis of Polycycles

Chemistry - A European Journal, Journal Year: 2020, Volume and Issue: 27(1), P. 121 - 144

Published: June 12, 2020

Abstract Polycycles are abundantly present in numerous advanced chemicals, functional materials, bioactive molecules and natural products. However, the strategies for synthesis of polycycles limited to classical reactions transition metal‐catalyzed cross‐coupling reactions, requiring pre‐functionalized starting materials lengthy synthetic operations. The emergence novel approaches shows great promise fields organic/medicinal/materials chemistry. Among them, C−H activation followed by intermolecular annulation prevail, due their straightforward manner with high atom‐ step‐economy, providing rapid, concise efficient methods construction diverse polycycles. Several have been developed polycycles, relying on sequential multiple activation/annulation, or combination activation/annulation further interaction a proximal group, merger cycloaddition reaction, situ formation directing group. These attractive, efficient, step‐ atom‐economic from commercially available materials. This Minireview will provide an introduction helping researchers discover indirect connections reveal hidden opportunities. It also promote discovery activation.

Language: Английский

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Renewable resources for sustainable metallaelectro-catalysed C–H activation

Chemical Science, Journal Year: 2020, Volume and Issue: 11(33), P. 8657 - 8670

Published: Jan. 1, 2020

The merger of C–H activation with electrosynthesis, powered by renewable energies and resources, will guide towards a sustainable future.

Language: Английский

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