Asymmetric Carbene Insertion into Se‐S Bonds by Synergistic Rh(II)/Guanidine Catalysis Involving Chalcogen‐Bond Assistance DOI
Xin He,

Yihua Fu,

Ruiying Xi

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 2, 2024

Abstract The efficient construction of chalcogen‐atom‐based chiral compounds remains a challenge, despite the importance organoselenium and organosulfur in life materials science. Chalcogen atoms can form net attractive interactions called chalcogen bonds, but it is an undeveloped tool to assist asymmetric catalysis. Herein, we report enantioselective insertion platform install stereogenic center bearing selenyl thiocyano functional groups. Our method operates by synergistic catalysis guanidine achiral dirhodium complex three‐component or four‐component reaction, through Se−S bond into carbene species, competing successfully with spontaneous racemic process showing high regioselectivity. As elucidated spectroscopic experiments computational studies, unique mechanism involving as well hydrogen bonding was established account for enantiocontrol. stereoselectivity holds broad array selenylthiocyanatopropanoates, which showed excellent anti‐inflammatory toward IL‐1β low cytotoxicity.

Language: Английский

Direct Functionalization of para‐Quinones: A Historical Review and New Perspectives DOI
Raushan Kumar Jha, Sangit Kumar

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(27)

Published: May 21, 2024

Abstract The direct functionalization of quinones has always fascinated research communities due to their biological and redox activities subsequent application. Quinone motifs play a vital role as precursors for many bioactive compounds materials; hence, ingenious methodologies have been elaborated exploring these units. A significant part the synthetic strategies towards functionalized achieved by installing substituents on hydroquinones, phenols, or quinone itself different oxidative coupling reactions via radical pathways with without utilization metal catalysts. simple C−H bond remains challenging inherited electronic nature high dissociation energy. This review article summarizes recent advancement made through quinones. Our primary focus will be approaches mechanistic that appeared in last two decades, along short historical importance family.

Language: Английский

Citations

10

Organocatalytic Hydrogen Evolution Reaction by Diazaphospholenes DOI

Kaini Xu,

Yushan Zhang, Bing Zhong

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 11, 2024

The electrochemical hydrogen evolution reaction (HER) is currently recognized as a prospective way to obtain clean energy. electrocatalysts used are dominantly based on transition metals. In this work, we have demonstrated diazaphospholene (

Language: Английский

Citations

4

Theoretical study of the efficiencies of graphyne supported Mo single-atom catalyst (SAC) and Mo-Ni dual-atom catalyst (DAC) on hydrogen evolution reaction DOI

Pardis Daghooghi,

Hossein Tavakol

Fullerenes Nanotubes and Carbon Nanostructures, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 15

Published: Oct. 1, 2024

Language: Английский

Citations

4

On-Resin Selenopeptide Catalysts: Synthesis and Applications of Enzyme-Mimetic Reactions and Cyclization of Unsaturated Carboxylic Acids DOI Creative Commons
Michio Iwaoka,

Yua Maese,

Kasumi Abe

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(3), P. 480 - 480

Published: Jan. 22, 2025

Selenium reagents are useful for selenoenzyme-mimicking reactions, as well organic synthesis. However, the reaction waste containing selenium frequently smells unpleasant and exhibits serious toxicity. Herein, we have developed new-type on-resin reagents, H-UXX···-PAM (5) Ac-(X)U*XX···-PAM (6), where U U* represent selenocysteine (U) p-methoxybenzyl (PMB)-protected U, respectively, recyclable catalysts, in which U-containing peptide chains linked to polystyrene resin PAM. Synthesized selenopeptides 5a–g with a variable amino acid sequence were evaluated their glutathione peroxidase (GPx)-like activity using UV 1H NMR methods, between dithiothreitol (DTTred) H2O2 methanol. It was found that intramolecular interaction basic residue, such histidine (H) lysine (K), enhances through formation of an NH···Se hydrogen bond. On other hand, catalytic 6a–d oxidative cyclization β,γ-unsaturated acids (7) into α,β-unsaturated lactones (8). Although yield 8 significantly decreased after second- or third-round reaction, due detachment moiety from resin, results demonstrated reusability, substrate scope 6 catalyst. Since is natural acid, potential targets novel-type green redox catalysts.

Language: Английский

Citations

0

Structural Reconstruction Chemistry for Alkaline Oxygen Evolution Catalysts DOI Creative Commons
Peiyu Ma, Chuanyi Jia, Zhirong Zhang

et al.

ChemElectroChem, Journal Year: 2024, Volume and Issue: 11(13)

Published: April 15, 2024

Abstract Developing efficient and stable catalysts for energy conversion processes such as alkaline oxygen evolution reaction is one of the key measures to solve shortage problems. During evolution, several electrocatalysts would undergo structural reconstruction from pre‐catalyst state real‐catalyst state. The may modify quantity characterizations active sites, thus affecting configuration adsorption strength intermediates, which directly influence activity stability electrocatalysts. Understanding transformation chemistry essential rational design highly In this review, we have deeply discussed role regulation strategies reconstruction. Then, on basis, described some characterization technologies probe during OER. Finally, put forward views future research direction vital field.

Language: Английский

Citations

3

Thermodynamics-Inspired Identification of Privileged Organocatalysts for Hydrogen Evolution Reactions DOI
Yushan Zhang, Bing Zhong,

Likun Dong

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

The thermodynamics of diazaphospholenes suggest a good balance between hydricity and regeneration capacity ( via electron reduction), inspiring us to identify privileged organocatalysts for electrochemical hydrogen evolution reactions.

Language: Английский

Citations

0

Asymmetric Carbene Insertion into Se‐S Bonds by Synergistic Rh(II)/Guanidine Catalysis Involving Chalcogen‐Bond Assistance DOI
Xin He,

Yihua Fu,

Ruiying Xi

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 2, 2024

The efficient construction of chalcogen-atom-based chiral compounds remains a challenge, despite the importance organoselenium and organosulfur in life materials science. Chalcogen atoms can form net attractive interactions called chalcogen bonds, but it is an undeveloped tool to assist asymmetric catalysis. Herein, we report enantioselective insertion platform install stereogenic center bearing selenyl thiocyano functional groups. Our method operates by synergistic catalysis guanidine achiral dirhodium complex three-component or four-component reaction, through Se-S bond into carbene species, competing successfully with spontaneous racemic process showing high regioselectivity. As elucidated spectroscopic experiments computational studies, unique mechanism involving as well hydrogen bonding was established account for enantiocontrol. stereoselectivity holds broad array selenylthiocyanatopropanoates, which showed excellent anti-inflammatory toward IL-1β low cytotoxicity.

Language: Английский

Citations

3

Benzoimidazolyl Organoseleniums: Antioxidant Activity and Catalysts for Selective Iodination of Arenes and Nitro-Michael Reaction DOI
Monojit Batabyal, Deeksha Chaurasia, Priyanka Rani Panda

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(19), P. 14328 - 14340

Published: Sept. 16, 2024

Here, the synthesis and catalytic activities of benzoimidazole-derived organoselenium compounds have been explored. The synthesized bis(2-benzoimidazolyl) diselenide, having increased Lewis acidity on selenium center, outperforms simple phenyl

Language: Английский

Citations

2

Polyoxometalate superlattices derived bimetallic sulfides to accelerate acidic and alkaline hydrogen evolution reaction DOI
Yuqi Wang, Ting Wang, Ming Xu

et al.

Journal of Colloid and Interface Science, Journal Year: 2024, Volume and Issue: 679, P. 760 - 768

Published: Oct. 30, 2024

Language: Английский

Citations

2

Regio- and diastereoselective synthesis of cyclobutylated phenothiazines via [2 + 2] photocycloaddition: demonstrating wavelength-gated cycloreversion inside live cells DOI Creative Commons
Sanhati Sharangi, Barsha Chakraborty, Raushan Kumar Jha

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 13, 2024

We have demonstrated the synthesis of regio- and diastereoselective cyclobutylated phenothiazines via [2 + 2] visible-light-irradiated cycloaddition wavelength-gated cycloreversion inside live cells for cell imaging drug delivery.

Language: Английский

Citations

1