Tailoring the Degradation of Cyanoarene‐Based Photocatalysts for Enhanced Visible‐Light‐Driven Halogen Atom Transfer DOI

Hyunji Min,

Yonghwan Kwon,

S. I. SHIN

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(36)

Published: June 6, 2024

Abstract We present the strategic design of donor‐acceptor cyanoarene‐based photocatalysts (PCs) aiming to augment beneficial PC degradation for halogen atom transfer (XAT)‐induced dehalogenation reactions. Our investigation reveals a competitive nature between catalytic cycle and pathway, with becoming dominant, particularly less activated alkyl halides. The behavior PCs significantly impacts efficiency XAT process, leading exploration into manipulating in desirable direction. Recognizing variation rate degradation, as well its influence on reaction across range structures, we carefully engineered develop pre‐catalyst, named 3DP‐DCDP‐IPN. This pre‐catalyst undergoes rapid an active form, 3DP‐DCDP‐Me‐BN, exhibited enhanced reducing ability radical anion form induce better regeneration consequently effectively catalyzes reaction, even challenging substrate.

Language: Английский

Interfacial nanoarchitectonics of nickel phosphide supported on activated carbon for transfer hydrogenation of nitroarenes under mild conditions DOI
Devendra Sharma, Priyanka Choudhary, Sahil Kumar

et al.

Journal of Colloid and Interface Science, Journal Year: 2023, Volume and Issue: 657, P. 449 - 462

Published: Nov. 28, 2023

Language: Английский

Citations

29

Multi-Functionality of Methanol in Sustainable Catalysis: Beyond Methanol Economy DOI
Ganesan Sivakumar, Rohit Kumar, Vinita Yadav

et al.

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(22), P. 15013 - 15053

Published: Nov. 6, 2023

Methanol is a fundamental feedstock and widely used in the chemical petroleum industries. It can serve as C1 source to make variety of C–C C–N bond formation dehydrogenative coupling products, which have important applications natural products drug discovery. A high hydrogen content (12.5 wt%) methanol makes it an effective H2 donor for transfer hydrogenation various reducible functional groups. plethora transition metal-based processes been developed using methanol. Notably, recent review articles focused on aspect However, more updated that examines challenges both C1-source H2-source organic transformations contributing concept economy has not presented yet. This Review summarizes (homogeneous, heterogeneous, photo-) catalyst system C-, N-, O-methylation ketones, alcohols, amides, nitriles, heterocyclic compounds, sulfones, amines, sulfonamides direct N-methylation nitro compounds under borrowing strategy N-formylation amines acceptorless dehydrogenation source. also covers insights into reaction mechanisms role carefully selected ligands metal catalysis activation incorporation -CD3, methylation molecules. Moreover, describes groups such aldehydes, alkynes, with detail.

Language: Английский

Citations

28

Transfer Hydrogenation of N- and O-Containing Heterocycles Including Pyridines with H3N–BH3 Under the Catalysis of the Homogeneous Ruthenium Precatalyst DOI
Tarun Kumar Bhatt, Kishore Natte

Organic Letters, Journal Year: 2024, Volume and Issue: 26(4), P. 866 - 871

Published: Jan. 25, 2024

In this study, we report a transfer hydrogenation protocol that utilizes borane–ammonia (H3N–BH3) as the hydrogen source and commercially available RuCl3·xH2O precatalyst for selective aromatic reduction of quinolines, quinoxalines, pyridines, pyrazines, indoles, benzofurans, furan derivatives to form corresponding alicyclic heterocycles in good excellent isolated yields. Applications straightforward include efficient preparation useful key pharmaceutical intermediates, such donepezil flumequine, including biologically active compound.

Language: Английский

Citations

8

Valorization of bio-renewable glycerol by catalytic amination reactions DOI Creative Commons
Sandeep Kumawat,

Sunidhi Singh,

Tarun Kumar Bhatt

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(6), P. 3021 - 3038

Published: Jan. 1, 2024

Production of value-added chemicals from renewable feedstocks is an attractive platform to alleviate the shortage petroleum resources and minimize CO 2 emissions.

Language: Английский

Citations

7

Direct use of methanol instead of formaldehyde or paraformaldehyde: Acceptorless dehydrogenative coupling for the synthesis of arylhydrazones catalyzed by a metal–ligand iridium bifunctional catalyst DOI
Beixuan Dong,

Yiqian He,

Xiangchao Xu

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: 438, P. 115685 - 115685

Published: Aug. 3, 2024

Language: Английский

Citations

5

Bimetallic Porphyrin Metal–Organic Framework as Photocatalyst for Red-Light-Driven Selective Reduction of Nitroarenes to Aromatic Amines DOI

S. K. KANG,

Tong Yue, Dandan Su

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 28, 2024

It is a great challenge to construct green catalytic system for the reduction of nitro compounds corresponding amines under mild conditions. Due low energy red light, it challenging develop photocatalytic selective nitroaromatics aromatic driven by light. A bimetallic porphyrin metal–organic framework (Bi-P(Co)MOF) was characterized Fourier transform infrared spectroscopy, X-ray diffraction, transmission electron microscopy, scanning and energy-dispersive techniques. The constructed photocatalyst Bi-PMOF-Co shows excellent activity conversion in high yields with NaBH4 as reducing agent at room temperature light irradiation. Moreover, protocol showed functional group compatibility, recyclability demonstrated five-cycle tests.

Language: Английский

Citations

5

SnOx-Decorated Pt Catalysts for the Reductive N-Methylation of Quinoline with Methanol DOI
Kun Li, Chengjie Duan,

Weitao Mao

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2024, Volume and Issue: 12(19), P. 7644 - 7654

Published: April 30, 2024

A direct and efficient synthesis of N-methyl-1,2,3,4-tetrahydroquinolines (MTHQs) is achieved through the one-pot reductive N-methylation quinolines. The SnOx-decorated Pt/Al2O3 (Pt-SnOx/Al2O3) catalyst proves to be highly effective in transformation from quinolines MTHQs, using methanol as exclusive source for hydrogen (H) methyl (CH3), without addition additional bases or additives. Mechanistic kinetic studies reveal a tandem reaction pathway: (1) dehydrogenation methanol, (2) reduction 1,2,3,4-tetrahydroquinolines (THQs), (3) THQs with identified rate-determining step. Characterization catalytic performance results demonstrate that SnOx modifies morphology electronic properties Pt-based metal active sites, which dramatically facilitates cleavage O–H less reactive C–H bonds maintains delicate balance between quinolines, thus obtaining high reactivity total transformation.

Language: Английский

Citations

4

Amidophosphine Boranes as Easy Reducing Agents for Efficient Conversion of Nitro Compounds to Primary Amines With Iron Catalyst DOI Open Access
Jyoti Sharma, Prasun Dutta, Abhijit Sau

et al.

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(3)

Published: Feb. 5, 2025

ABSTRACT We report a direct and efficient methodology for the hydroboration of aliphatic aryl nitro compounds using amidophosphine‐borane {(C 6 H 5 )CH 2 N(PPh) (BH 3 ) } in presence iron(II) chloride as catalyst under mild conditions to form primary amines after hydrolysis. Solid amidophosphine‐boranes are user‐friendly readily synthesized, revealing remarkable reducing properties toward comprehensive range compounds. The scalability present approach is defined by performing gram‐scale reactions synthesis different pharmaceuticals like paracetamol benzocaine, demonstrating synthetic applicability current strategy.

Language: Английский

Citations

0

Efficient N-Methylation of Primary Amides Using Methanol Under Mn(I)-Catalysis DOI

Reshma Babu,

Smruti Reka Pathy,

Ekambaram Balaraman

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134535 - 134535

Published: Feb. 1, 2025

Language: Английский

Citations

0

Heterogeneous Cobalt Nanocatalyst for Reductive Transformation of Nitroarenes to Aryl Amines Using Isopropanol as a Hydrogen Source DOI

Manvender Yadav,

Raju Ranjith Kumar,

Achala Rana

et al.

Industrial & Engineering Chemistry Research, Journal Year: 2025, Volume and Issue: unknown

Published: March 19, 2025

Herein, we introduce an efficient catalytic transfer hydrogenation method using inexpensive, environmentally friendly, and readily available isopropyl alcohol as a hydrogen donor for selectively reducing diverse nitroarenes. The process employs cobalt-based nanocatalyst (Co–N/Al2O3), synthesized via simple impregnation cobalt nitrate, 1,10-phenanthroline, γ-Al2O3 precursors. This proves highly effective in producing wide range of aryl amines (35 examples), pharmaceutical intermediates (4 late-stage functional group transformations (1 example), with yields ranging from moderate to excellent (70–98%) across various scales. catalyst was characterized HR-TEM, powder XRD, XPS, H2-TPR, N2 adsorption–desorption, Raman spectroscopy, ICP-OES techniques. These analyses confirmed the formation Co3O4 nanoparticles. exceptional performance Co–N/Al2O3 is attributed its optimized textural, morphological, acidic properties, which are superior other catalysts. Mechanistic studies provided insights into formed during different stages reaction indirect route (condensation mechanism). recyclability were validated through experimental testing, demonstrating consistent efficiency over three consecutive cycles. sustainable offers promising alternative conventional processes that use molecular hydrogen.

Language: Английский

Citations

0