Electrochemical Enantioselective Nickel‐Catalyzed Cross‐Coupling of Aldehydes with Aryl Iodides DOI Creative Commons

Liangjian Hu,

Jospin Le Blanc Lele Fosso,

Régis Guillot

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Окт. 4, 2024

The preparation of enantioenriched diarylmethanol derivatives is described using nickel-catalyzed electrochemical cross-couplings between various alkyl/aryl aldehydes and aryl iodides. Performed in an cell equipped with iron anode a nickel cathode, this electrocatalytic variant led to the scalemic targeted products presence 2,2-bis((4 R,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)acetonitrile (L2), as enantiopure cyano-bis(oxazoline) ligand. X-ray structure analysis pre-catalyst, for instance [Ni

Язык: Английский

Design of rigid chiral bipyridine-2NO tetradentate ligands: application in asymmetric catalysis DOI
Yuheng Wang, Pan Hu, Xirui Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(5), С. 1314 - 1321

Опубликована: Янв. 1, 2024

A new class of chiral bipyridine-2NO ligands, which incorporate the advantages both bipyridine skeleton and pyrroloimidazolone-based N -oxide moiety, was developed.

Язык: Английский

Процитировано

9

Cobalt‐Catalyzed Asymmetric Hydrogenation: Substrate Specificity and Mechanistic Variability DOI Creative Commons
Soumyadeep Chakrabortty, Bas de Bruin, Johannes G. de Vries

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 63(10)

Опубликована: Ноя. 28, 2023

Asymmetric hydrogenation finds widespread application in academia and industry. And indeed, a number of processes have been implemented for the production pharma agro intermediates as well flavors & fragrances. Although these are all based on use late transition metals catalysts, there is an increasing interest base metal catalysis view their lower cost expected different substrate scope. Catalysts cobalt already shown potential enantioselective chemistry. This review outlines impressive progress made recent years cobalt-catalyzed asymmetric unsaturated substrates. We also illustrate ligand dependent specificity mechanistic variability detail. may guide further catalyst development this research area.

Язык: Английский

Процитировано

13

Cobalt-Catalyzed Efficient Asymmetric Hydrogenation of α-Primary Amino Ketones DOI Creative Commons

Huiwen Yang,

Yanhua Hu,

Yashi Zou

и другие.

JACS Au, Год журнала: 2023, Номер 3(11), С. 2981 - 2986

Опубликована: Окт. 20, 2023

Based on an amino-group-assisted coordination strategy and a proton-shuttle-activated outer-sphere mode, the cobalt-catalyzed asymmetric hydrogenation of α-primary amino ketones has been developed, resulting in efficient synthesis chiral vicinal alcohols bearing functionalized aryl rings high yields enantioselectivities (up to 99% enantiomeric excess (ee)) within 0.5 h.

Язык: Английский

Процитировано

12

Multi-Ferrocene-Based Ligands: From Design to Applications DOI Creative Commons
Axel Straube, Liridona Useini, Evamarie Hey‐Hawkins

и другие.

Chemical Reviews, Год журнала: 2025, Номер unknown

Опубликована: Март 17, 2025

Despite the extensive literature on ferrocene chemistry, a comprehensive analysis of multiferrocene ligands is notably absent. Thus, this review presents an overview multiferrocenyl-containing ligands, focusing their synthesis, characterization, and applications in catalysis sensing. These offer unique properties, including redox activity planar chirality, making them valuable asymmetric molecular electronics. The covers from first synthesis tris(ferrocenyl)phosphane 1962 to current developments, various ligand subsets, which contain at least two units within structure. Special attention given explaining coordination electrochemical behavior, practical these ligands. aim undertaking fill gaps knowledge inspire further research by identifying areas for exploration. Notably, certain families like TRAP (trans-spanning phosphane) remain underexplored terms highlighting opportunities future investigation. provides resource researchers field, stimulating advancements multiferrocenyl chemistry its wide-ranging applications.

Язык: Английский

Процитировано

0

Phen-2NO, a new C2-symmetric rigid-featured tetradentate ligand, and its application in the asymmetric alkylation reaction of indoles DOI

Zi‐Yue Chen,

Ke‐Lan Xu,

Xirui Wang

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(15), С. 6670 - 6675

Опубликована: Янв. 1, 2024

A new class of C 2 -symmetric rigid-featured chiral phen ligands that provide the N , O -tetradentate coordination moiety and two additional -dioxides were rationally designed developed.

Язык: Английский

Процитировано

3

Naphthyridine–2NO, a new C2-symmetric rigid tetradentate bimetallic ligand and its application in asymmetric Friedel–Crafts alkylation DOI
Pan Hu,

Ke‐Lan Xu,

Xirui Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2600 - 2606

Опубликована: Янв. 1, 2024

The development of a series novel and easily accessed chiral naphthyridine-type binucleating ligands for asymmetric catalysis.

Язык: Английский

Процитировано

3

A versatile cobalt catalyst for highly enantioselective hydrogenation of carbonyl compounds DOI
Xiaoyong Du, Yao Zhang, Tilong Yang

и другие.

Chem Catalysis, Год журнала: 2024, Номер 4(5), С. 100999 - 100999

Опубликована: Май 1, 2024

Язык: Английский

Процитировано

2

Cobalt-Catalyzed Asymmetric Hydrogenation of Ketones Enabled by the Synergism of an N–H Functionality and a Redox-Active Ligand DOI
Zeming Wang, Minhao Li, Weiwei Zuo

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(38), С. 26416 - 26426

Опубликована: Сен. 16, 2024

The transition metal-catalyzed asymmetric hydrogenation (AH) of ketones to produce enantioenriched alcohols is an important reaction in organic chemistry with applications the pharmaceutical and agrochemical fields. Using earth-abundant, biorelevant cobalt as central metal catalyst has a high potential improve sustainability achieve reactions that are scalable. However, due d-electron count, designing catalysts exhibit turnover numbers (TONs, ≥1000) enantioselectivities (≥90%) sufficient for synthetic utility practical scalability (≥1 kg scale) remains challenge. In this work, efficient design strategy utilizing amino(imino)diphosphine Co(II) bromide precatalyst presented goal. quantitative production wide range secondary chiral TONs up 150,000 enantiomeric excess (e.e.) 99% at scale 1.35 was achieved, indicating proposed highly promising AH scale-up reactions. A mechanistic study revealed synergism N-H functionality redox-active ligand endows productivity excellent enantioselectivity.

Язык: Английский

Процитировано

2

Cobalt pincer complex-catalyzed highly enantioselective hydrogenation of quinoxalines DOI
Minghui Zhang, Na Zhang, Qian Zhao

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110081 - 110081

Опубликована: Июнь 1, 2024

Язык: Английский

Процитировано

1

Diverse Catalytic Applications of Phosphine Oxide‐Based Metal Complexes DOI
Ashish Anand,

S. Perinbanathan,

Indresh Singh

и другие.

ChemCatChem, Год журнала: 2024, Номер 16(22)

Опубликована: Авг. 17, 2024

Abstract Phosphine oxides are an interesting class of compounds possessing tetracoordinate and pentavalent phosphorus atoms have been employed in a wide range applications including reagents organic synthesis, metal extractants, flame retardants, pharmaceuticals, bioactivity studies. Among all, the degree basicity phosphoryl oxygen driven by nature substituents influences electronic properties central complex toward diversified catalytic processes. Further, presence heteroatoms adjacent to atom enhances nucleophilicity atom. In view this, present review covers past two decades remarkable versatility P=O‐based complexes describes governing factors influencing structural resultant coordination behavior. Interestingly, some P=O bond distances either longer or shorter compared their free ligands, indicating activity. These can effectively catalyze chemical reactions polymerizations, C−C Si−C activations, oxidation, reduction, hydroformylation, hydrophosphination, hydrogenation cyclization reactions. Furthermore, this emphasizes impact substituents, solvents, additives, light, temperature on efficiency.

Язык: Английский

Процитировано

1