31P Nuclear Magnetic Resonance Spectroscopy for Monitoring Organic Reactions and Organic Compounds DOI Creative Commons
João M. Anghinoni,

Irum,

Haroon Ur Rashid

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

Abstract 31 P NMR spectroscopy is a consolidated tool for the characterization of organophosphorus compounds and, more recently, reaction monitoring. The evolution organic synthesis, mainly due to combination elaborated building blocks with enabling technologies, generated great challenges understand and optimize synthetic methodologies. In this sense, experiments also became routine technique monitoring, accessing products side yields, chiral recognition, kinetic data, intermediates, as well basic parameters, such acid‐base hydrogen‐bonding. This review deals these aspects demonstrating essential role spectroscopy. recent publications (the last ten years) will be explored, discussing strategies accomplished detect and/or quantify distinct molecules, approaching mechanism, stability, stereochemistry, utility probe.

Language: Английский

New insights in the mechanism of the SARS-CoV-2 Mpro inhibition by benzisoselenazolones and diselenides DOI Creative Commons
Luca Sancineto, Francesca Mangiavacchi, Agnieszka Dąbrowska

et al.

Research Square (Research Square), Journal Year: 2024, Volume and Issue: unknown

Published: March 28, 2024

Abstract Although global vaccination campaigns relieved the SARS-CoV-2 pandemic in terms of morbidity and mortality, capability virus to originate mutants may reduce vaccines efficiency, posing a serious risk fall into again. As result, there is need develop small molecules able tackle conserved viral targets, such as main protease (M pro ). Here series benzisoselenazolones diselenides were tested for their ability inhibit M , then, most potent compounds, antiviral activity was measured vitro, mechanism action investigated. Density functional theory molecular docking procedures also implemented shed light protein/compound interaction. Finally, bioorganic model set up investigate reaction between selenorganic compounds biologically relevant thiols, unravel possible metabolic pathways compounds. The overall results contribute identify novel Se-containing active against SARS-CoV-2, clarify some important aspects mechanisms inhibitors targeting .

Language: Английский

Citations

0

Gold Meets Selenium: Dual Activation of Selenium‐Containing Propargyl Alcohols Towards the Synthesis of 2H‐Chromenes and Mechanistic Insights DOI

Eric F. Lopes,

Martin C. Dietl, Benjamin Ziegler

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(62)

Published: Aug. 19, 2024

Abstract Herein, we report the synthesis of seleno‐substituted chromenes from selenoalkynes and phenols. In this cascade reaction, applied gold catalyst not only functions as a π‐acid, but also Lewis acid, enabling propargylic substitution in first step to connect oxygen carbon bond. Under optimal reaction condition total 26 were accessible by modular access. During scale up experiments, hydrolysis vinylselenium substructure corresponding chromenones was observed. By revisiting electron‐rich starting materials, four produced following one‐pot using single catalyst. To better understand interaction selenium, series nuclear magnetic resonance studies high‐resolution mass spectrometry performed, which led proposal mechanism for transformation.

Language: Английский

Citations

0

Experimental and Computational 77Se NMR Spectroscopic Study on Selenaborane Cluster Compounds DOI Creative Commons
Jonathan Bould, Michael G. S. Londesborough, Oleg L. Tok

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(35), P. 16186 - 16193

Published: Aug. 20, 2024

Calculated and measured 77Se nuclear magnetic resonance (NMR) chemical shift data on a diverse collection of 13 selenaborane cluster compounds, containing total 19 selenium centers, reveals correlation between shifts the intracluster coordination atoms within their borane frameworks. A plot against calculated NMR shows an approximately linear relationship that can serve as predictive tool in assessing range which vertex from particular compound might be expected to found, thereby reducing expensive experimental time. Furthermore, relative vertices clusters more than one atom are consistent across range, thus allowing assignment resonances with high degree confidence even relatively low-level density functional theory calculations. new macropolyhedral 20-vertex Se2B18H20 (A) is also reported.

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, 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

Citations

0

31P Nuclear Magnetic Resonance Spectroscopy for Monitoring Organic Reactions and Organic Compounds DOI Creative Commons
João M. Anghinoni,

Irum,

Haroon Ur Rashid

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

Abstract 31 P NMR spectroscopy is a consolidated tool for the characterization of organophosphorus compounds and, more recently, reaction monitoring. The evolution organic synthesis, mainly due to combination elaborated building blocks with enabling technologies, generated great challenges understand and optimize synthetic methodologies. In this sense, experiments also became routine technique monitoring, accessing products side yields, chiral recognition, kinetic data, intermediates, as well basic parameters, such acid‐base hydrogen‐bonding. This review deals these aspects demonstrating essential role spectroscopy. recent publications (the last ten years) will be explored, discussing strategies accomplished detect and/or quantify distinct molecules, approaching mechanism, stability, stereochemistry, utility probe.

Language: Английский

Citations

0