Lutz Ackermann
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View article: Recent Progress in Electrochemical Late-Stage C(sp2)–H Functionalization
Recent Progress in Electrochemical Late-Stage C(sp2)–H Functionalization Open
Late-stage C–H functionalization has gained rapid development as a key approach in modern synthetic methodology, particularly for the transformation of structurally complex molecules. This strategy has reformed retrosynthetic logic and imp…
View article: Arene Ruthenium(II) Carboxylates for C─H Alkylations and Arylations at Near Room Temperature
Arene Ruthenium(II) Carboxylates for C─H Alkylations and Arylations at Near Room Temperature Open
The long‐term pursuit for more efficient catalysts has stimulated the development of C─H activations under mild reaction conditions, with the overarching goal to improve their user‐friendly nature, selectivity, and synthetic utility. Herei…
View article: Nickelaelectro-Catalyzed Glycosyl-Donor Activation Enabling α- <i>C</i> -Alkenyl Glycoside Assembly
Nickelaelectro-Catalyzed Glycosyl-Donor Activation Enabling α- <i>C</i> -Alkenyl Glycoside Assembly Open
C-alkenyl glycosides represent an important class of carbohydrates that includes numerous biologically active compounds. We developed a stereoselective and sustainable strategy using anomeric glycosyl halides as radical precursors for redu…
View article: Synthesis of Diverse Glycosyl Bicyclo[1.1.1]pentanes Enabled by Electrochemical Functionalization of [1.1.1]Propellane
Synthesis of Diverse Glycosyl Bicyclo[1.1.1]pentanes Enabled by Electrochemical Functionalization of [1.1.1]Propellane Open
Over the past decade, bicyclo[1.1.1]pentanes (BCPs) have emerged as valuable bioisosteres of aromatic rings, offering unique three-dimensional architectures for medicinal chemistry. Meanwhile, glycosyl derivatives play a pivotal role in ch…
View article: Nickelaelectro‐Catalyzed C─H Activation to <i>β</i>‐Arylated Pyrroles <i>via</i> Multiple Dehydrogenation
Nickelaelectro‐Catalyzed C─H Activation to <i>β</i>‐Arylated Pyrroles <i>via</i> Multiple Dehydrogenation Open
Nickel electrocatalysis has emerged as a powerful strategy for sustainable C─H activation, offering an environmentally benign alternative to traditional methods based on stoichiometric oxidants. We, herein, report a nickela‐electrocatalyze…
View article: Scalable Reductive Deuteration of (Hetero)Aryl Chlorides with D2O
Scalable Reductive Deuteration of (Hetero)Aryl Chlorides with D2O Open
Deuterated compounds serve as powerful tools for investigating reaction mechanisms, tracing molecular pathways, as well as enhancing properties in medicinal and materials science. Herein, we reported a nickel-catalyzed deutero-dehalogenati…
View article: <i>Z</i>-Selective Iron-Catalyzed C–H Alkylations with Allenes: Access to Stereodefined Olefins
<i>Z</i>-Selective Iron-Catalyzed C–H Alkylations with Allenes: Access to Stereodefined Olefins Open
We report an unprecedented iron-catalyzed C-H alkylation of widespread benzamides using readily available allenes. The method, based on cheap, nontoxic, and earth abundant iron catalysts, exploits the assistance of removable triazole direc…
View article: Divergent polarity synthesis of glycosyl bicyclo[1.1.1]pentanes enabled by unified electrochemical difunctionalization of [1.1.1]propellane
Divergent polarity synthesis of glycosyl bicyclo[1.1.1]pentanes enabled by unified electrochemical difunctionalization of [1.1.1]propellane Open
Over the last decade, bicyclo[1.1.1]pentanes (BCPs) have emerged as valuable bioisosteres of aromatic rings, offering unique three-dimensional architectures for medicinal chemistry. Meanwhile, glycosyl derivatives play a pivotal role in ch…
View article: Stereocontrolled Construction of Multi-Chiral [2.2]Paracyclophanes via Cobaltaphotoredox Dual Catalysis
Stereocontrolled Construction of Multi-Chiral [2.2]Paracyclophanes via Cobaltaphotoredox Dual Catalysis Open
Ortho-/pseudo-disubstituted multichiral [2.2]-paracyclophanes (PCPs) represent privileged scaffolds for asymmetric catalysis, finding extensive applications as chiral ligands in organic synthesis and functional materials. However, enantios…
View article: Electrochemical Access to Functionalized Benzofurans via Versatile Radical-Polar Crossover Carbo-Cyclizations
Electrochemical Access to Functionalized Benzofurans via Versatile Radical-Polar Crossover Carbo-Cyclizations Open
Highly functionalized benzofurans represent omnipresent biorelevant compounds of practical importance in the pharmaceutical industry and material sciences. Electrochemistry provides a platform for enabling redox-neutral transformations via…
View article: Photoinduced Ruthenium-Catalyzed <i>meta</i>-C–H Glycosylation
Photoinduced Ruthenium-Catalyzed <i>meta</i>-C–H Glycosylation Open
C-H functionalization has surfaced as a powerful tool in molecular synthesis. meta-Selective arene C-H activations typically rely on rather costly palladium or rhodium catalysts, elaborate template auxiliaries, or elevated temperatures, an…
View article: Late-stage meta C–H Diversifications with Ambiphilic ⍺-Bromoboronates: Versatile Access to Transformable meta-Boroalkyl Scaffolds
Late-stage meta C–H Diversifications with Ambiphilic ⍺-Bromoboronates: Versatile Access to Transformable meta-Boroalkyl Scaffolds Open
The ruthenium-catalyzed meta-C−H alkylation is an increasingly powerful strategy in the arena of remote C−H activation. Currently, the synthesis utility of this strategy is compromised owing to its relatively narrow substrate scope and the…
View article: Single-Pot Mechanochemically-Enabled Fluorine Atom Closed- Loop Economy Using PFASs as Fluorinating Agents
Single-Pot Mechanochemically-Enabled Fluorine Atom Closed- Loop Economy Using PFASs as Fluorinating Agents Open
Per- and polyfluoroalkyl substances (PFASs), also known as “forever chemicals”, pose an increasing threat to the environment and hu-man health. Despite recent advancements in PFASs destruction, the recycling processes for such molecules re…
View article: Stereocontrolled Construction of Multi-Chiral [2.2]Paracyclophanes via Cobaltaphotoredox Dual Catalysis
Stereocontrolled Construction of Multi-Chiral [2.2]Paracyclophanes via Cobaltaphotoredox Dual Catalysis Open
Ortho-/pseudo-Disubstituted multi-chiral [2.2]paracyclophanes (PCPs) represent privileged scaffolds for asymmetric catalysis, finding extensive applications as chiral ligands in organic synthesis and functional materials. However, enantios…
View article: Electrochemical Commodity Polymer Up‐ and Re‐Cycling: Toward Sustainable and Circular Plastic Treatment
Electrochemical Commodity Polymer Up‐ and Re‐Cycling: Toward Sustainable and Circular Plastic Treatment Open
The demand for commodity plastics reaches unprecedented dimensions. In contrast to the well‐developed plethora of methods for polymer synthesis, sustainable strategies for the end‐of‐life management of plastics continue to be scarce. While…
View article: Photoelectrochemical Iron(III) Catalysis for Late‐Stage C─H Fluoroalkylations
Photoelectrochemical Iron(III) Catalysis for Late‐Stage C─H Fluoroalkylations Open
Chemo‐ and site‐selective functionalization of complex molecules poses a fundamental challenge. Herein, we introduce a resource‐economic photoelectrocatalysis strategy to enable versatile direct fluoroalkylations catalyzed by Earth‐abundan…
View article: Multiple Atropo Selectivity by <i>κ</i> <sup> <i>2</i> </sup> ‐ <i>N</i> , <i>O</i> ‐Oxazoline Urea Ligands in Cobaltaelectro‐Catalyzed C─H Activations: Decoding Selectivity with Data Science Integration
Multiple Atropo Selectivity by <i>κ</i> <sup> <i>2</i> </sup> ‐ <i>N</i> , <i>O</i> ‐Oxazoline Urea Ligands in Cobaltaelectro‐Catalyzed C─H Activations: Decoding Selectivity with Data Science Integration Open
Enantioselective catalysis is one of the most prominent strategies in organic synthesis to access chiral bioactive compounds and advanced organic materials. Particularly, the development of chiral ligands has significantly advanced the eff…
View article: Integrating a multitask graph neural network with DFT calculations for site-selectivity prediction of arenes and mechanistic knowledge generation
Integrating a multitask graph neural network with DFT calculations for site-selectivity prediction of arenes and mechanistic knowledge generation Open
The accurate prediction of reaction performance based on empirical knowledge paves the way to efficient molecule design. Compared with the human-summarized reaction knowledge of a focal dataset, the machine-learned quantitative structure–p…
View article: Highly‐Selective Electrochemical Decarboxylative Late‐Stage Functionalization of Amino Acids
Highly‐Selective Electrochemical Decarboxylative Late‐Stage Functionalization of Amino Acids Open
A unified electrochemical decarboxylative strategy for the site‐selective construction of carbon‐heteroatom bonds is disclosed herein. The metal‐ and catalyst‐free decarboxylation provides access to the functionalization of C‐ and N‐termin…
View article: Enantioselective C–H annulations enabled by either nickel- or cobalt-electrocatalysed C–H activation for catalyst-controlled chemodivergence
Enantioselective C–H annulations enabled by either nickel- or cobalt-electrocatalysed C–H activation for catalyst-controlled chemodivergence Open
Enantioselective electrocatalysis shows unique potential for the sustainable assembly of enantiomerically enriched molecules. This approach allows electro-oxidative C–H activation to be performed paired to the hydrogen evolution reaction. …
View article: Electrochemical Preparation and Transformation of Sulfonium Salts
Electrochemical Preparation and Transformation of Sulfonium Salts Open
Sulfonium salts are typically bench‐stable and readily available reagents that showcase diverse chemical reactivities. Owing to these synthetically valuable features, sulfonium salt chemistry has witnessed considerable momentum over the pa…
View article: Parametrization of κ <sup>2</sup> - <i>N</i> , <i>O</i> -Oxazoline Preligands for Enantioselective Cobaltaelectro-Catalyzed C–H Activations
Parametrization of κ <sup>2</sup> - <i>N</i> , <i>O</i> -Oxazoline Preligands for Enantioselective Cobaltaelectro-Catalyzed C–H Activations Open
Enantioselective electrocatalyzed C-H activations have emerged as a transformative platform for the assembly of value-added chiral organic molecules. Despite the recent progress, the construction of multiple C(sp3)-stereogenic centers via …
View article: Difunctionalization of bicyclo[1.1.0]butanes enabled by merging C−C cleavage and ruthenium-catalysed remote C−H activation
Difunctionalization of bicyclo[1.1.0]butanes enabled by merging C−C cleavage and ruthenium-catalysed remote C−H activation Open
The high fraction of sp 3 -hybridized carbon atom (F sp 3 ) character of cyclobutane derivatives renders them as highly promising bioisosteres for otherwise typically flat arenes. Here, to address the current needs in medicinal chemistry f…
View article: Three-Coordinate Iron(0) Complex-Catalyzed Regioselective C–H Alkylation of Indole Derivatives
Three-Coordinate Iron(0) Complex-Catalyzed Regioselective C–H Alkylation of Indole Derivatives Open
The synthesis of alkylated indoles, which are key intermediates for various drugs and bioactive molecules, is of great importance. However, most reports on the synthesis of functionalized indoles use toxic and expensive 4d or 5d metal cata…
View article: Parametrization of κ2-N,O-Oxazoline Preligands for Enantioselective Cobaltaelectro-catalyzed C−H Activations
Parametrization of κ2-N,O-Oxazoline Preligands for Enantioselective Cobaltaelectro-catalyzed C−H Activations Open
Enantioselective electrocatalyzed C−H activations have emerged as a transformative platform for the assembly of value-added chiral organic molecules. Despite the recent progress, the construction of multiple C(sp3)-stereogenic centers via …
View article: Multiple Atropo Selectivity by κ2-N,O-Oxazoline Urea Ligands in Cobaltaelectro-Catalyzed C–H Activations: Decoding Selectivity with Data Science Integration
Multiple Atropo Selectivity by κ2-N,O-Oxazoline Urea Ligands in Cobaltaelectro-Catalyzed C–H Activations: Decoding Selectivity with Data Science Integration Open
Enantioselective catalysis is one of the most prominent strategies in organic synthesis to access chiral bioactive compounds and advanced organic materials. Particularly the development of chiral ligands has significantly advanced the effi…
View article: Electroreductive room-temperature C–H activations with RuCl<sub>3</sub>·<i>n</i>H<sub>2</sub>O precatalyst <i>via</i> cathodic ruthenium(<scp>iii</scp>/<scp>ii</scp>) manifold
Electroreductive room-temperature C–H activations with RuCl<sub>3</sub>·<i>n</i>H<sub>2</sub>O precatalyst <i>via</i> cathodic ruthenium(<span>iii</span>/<span>ii</span>) manifold Open
Electroreductive C–H activations with RuCl 3 · n H 2 O precatalyst proceed at exceedingly mild temperatures. Detailed mechanistic studies offer evidence for a cathodic ruthenium( iii / ii ) manifold, along with the involvement of a biscycl…