Cited by Thioesterification and Hydrothiolation of <i>α, β‐</i>Unsaturated Esters with Aliphatic Thiols under Mild Conditions

Energy Decomposition Analysis for excited states: An Extension based on TDDFT DOI

Florian Kreuter, Ralf Tonner

Physical Chemistry Chemical Physics, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Energy decomposition analysis (EDA) is extended by the excited state EDA (exc-EDA) using time-dependent density functional theory (TDDFT). Validated through studies on exciplexes, it demonstrates utility singlet fission in pentacene.

Language: Английский

Citations

Advancements in visible-light-induced reactions via alkenyl radical intermediates DOI

Helena F. Piedra, Manuel Plaza

Photochemical & Photobiological Sciences, Journal Year: 2024, Volume and Issue: 23(6), P. 1217 - 1228

Published: May 3, 2024

Language: Английский

Citations

Chemical- and photo-activation of protein-protein thiol-ene coupling for protein profiling DOI

André Campaniҫo,

Marcin Baran,

Andrew Bowie

et al.

Communications Chemistry, Journal Year: 2025, Volume and Issue: 8(1)

Published: Jan. 29, 2025

The thiol-ene reaction between an alkene and a thiol can be exploited for selective labelling of cysteine residues in protein profiling applications. Here, we explore activation systems from chemical models to complex cellular milieus, using UV, visible wavelength redox initiators. Initial studies required oxygen-free environment efficient coupling showed very poor when initiator. When was performed cell lysate models, all three initiation methods were successful. Faster observed as the brought into proximity by binding event prior activation, leading quicker adduct formation model system than models. Furthermore, protein-protein coupling, none activators environment. Taken together, these observations demonstrate broad potential used profiling.

Language: Английский

Citations

ESI‐MS‐Visualization of Cyanoarene Photocatalysts by Specific Supramolecular Interaction with Br‐Anion DOI

Nikita S. Shlapakov, Julia V. Burykina, Andrey D. Kobelev

et al.

Chemistry - Methods, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 7, 2025

Abstract Isophthalonitrile derivatives (IPNs) have emerged as promising organic photocatalysts due to their efficiency and accessibility; however, inherent lability under light‐induced conditions poses significant challenges in monitoring transformation pathways. Understanding these pathways is crucial for optimizing photocatalytic processes enhancing reaction efficiency. In this study, we present a novel approach utilizing electrospray ionization mass spectrometry (ESI‐MS) visualize cyanoarene by taking advantage of specific supramolecular interaction with bromide anions. Our findings reveal that ions facilitate the detection IPNs products high sensitivity selectivity, even complex environments. The predominantly occurs gas phase, minimizing interference solution‐based transformations. developed anion‐enhanced (AED‐ESI‐MS) not only provides real‐time insights into photocatalyst behavior but also opens new possibilities detailed mechanistic investigation light‐driven reactions. proposed AED‐ESI‐MS using other anions may offer broad applicability be worth studying further across various systems.

Language: Английский

Citations

Silver-Mediated Acetoxyselenylation of Alkynes: Mild Stereoselective Access to Bifunctional Alkenes DOI

Xiao‐Yan Bai,

Jiabin Chen,

Hongxuan Du

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9811 - 9816

Published: Nov. 13, 2024

Herein, we report a AgF-mediated regio- and stereoselective acetoxyselenylation of terminal/internal alkynes from iodobenzene dicarboxylate [PhI(OCOR)2] diorganyl diselenides via multiple-site functionalization to afford β-selenyl enol esters in good yields. Alkynes derived bioactive molecules, such as l(−)-borneol, l-menthol, acyne oxalate, are also suitable for this transformation the expected compounds.

Language: Английский

Citations

Regio- and diastereoselective synthesis of cyclobutylated phenothiazines via [2 + 2] photocycloaddition: demonstrating wavelength-gated cycloreversion inside live cells DOI

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

Sulfur in Waste‐Free Sustainable Synthesis: Advancing Carbon–Carbon Coupling Techniques DOI

Nikita S. Shlapakov, Andrey D. Kobelev, Julia V. Burykina

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(18)

Published: Feb. 29, 2024

Abstract This review explores the pivotal role of sulfur in advancing sustainable carbon‐carbon (C−C) coupling reactions. The unique electronic properties sulfur, as a soft Lewis base with significant mesomeric effect make it an excellent candidate for initiating radical transformations, directing C−H‐activation, and facilitating cycloaddition C−S bond dissociation These attributes are crucial developing waste‐free methodologies green chemistry. Our mini‐review is focused on existing sulfur‐directed C−C techniques, emphasizing their sustainability comparing state‐of‐the‐art methods traditional approaches. highlights importance this research addressing current challenges organic synthesis catalysis. innovative use photocatalytic, electrochemical metal‐catalyzed processes not only exemplifies advancements field but also opens new avenues environmentally friendly chemical processes. By focusing atom economy waste minimization, analysis provides broad appeal potential future developments

Language: Английский

Citations

Sulfur in Waste‐Free Sustainable Synthesis: Advancing Carbon–Carbon Coupling Techniques DOI

Nikita S. Shlapakov, Andrey D. Kobelev, Julia V. Burykina

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(18)

Published: Feb. 29, 2024

This review explores the pivotal role of sulfur in advancing sustainable carbon-carbon (C-C) coupling reactions. The unique electronic properties sulfur, as a soft Lewis base with significant mesomeric effect make it an excellent candidate for initiating radical transformations, directing C-H-activation, and facilitating cycloaddition C-S bond dissociation These attributes are crucial developing waste-free methodologies green chemistry. Our mini-review is focused on existing sulfur-directed C-C techniques, emphasizing their sustainability comparing state-of-the-art methods traditional approaches. highlights importance this research addressing current challenges organic synthesis catalysis. innovative use photocatalytic, electrochemical metal-catalyzed processes not only exemplifies advancements field but also opens new avenues environmentally friendly chemical processes. By focusing atom economy waste minimization, analysis provides broad appeal potential future developments

Language: Английский

Citations

Thioesterification and Hydrothiolation of α, β‐Unsaturated Esters with Aliphatic Thiols under Mild Conditions DOI

Yijun Shi,

Guoli YAN,

Shuo Yin

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(39)

Published: Oct. 1, 2024

Abstract Herein the one‐pot thioesterification and hydrothiolation of α , β ‐unsaturated esters with aliphatic thiols was reported at room temperature. The mechanism indirectly revealed which thioester intermediate. advantages this method included transition‐metal‐free, mild conditions, broad substrate scope good functional group tolerance. On other hand, temperature also developed.

Language: Английский

Citations