Synthesis of perfluoroaryl sulfides at electron-poor arenes via an S Ar step with an unexpected mechanism DOI
Hsuan‐Hung Liao, Shao‐Chi Lee,

Hsin Kao

et al.

Cell Reports Physical Science, Journal Year: 2022, Volume and Issue: 3(8), P. 101010 - 101010

Published: Aug. 1, 2022

Language: Английский

Promotion Energy Analysis Predicts Reaction Modes: Nucleophilic and Electrophilic Aromatic Substitution Reactions DOI
Thijs Stuyver, Sason Shaik

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(11), P. 4367 - 4378

Published: March 9, 2021

To develop an approach to pre-emptively predict the existence of major reaction modes associated with a chemical system, based on exclusive consideration reactant properties, we build herein valence bond perspective reactivity. In this perspective, elementary reactions are conceptualized as crossovers between individual diabatic/semilocalized states. As demonstrated, spacings main diabatic states in geometries—the so-called promotion energies—contain predictive information about which types crossings likely occur potential energy surface, facilitating identification transition and products. added bonus, analysis provides direct insight into impact environmental effects, e.g., presence (polar) solvents and/or (local) electric fields, mechanistic landscape. We illustrate usefulness our by focusing model nucleophilic electrophilic aromatic substitution reactions. Overall, envision be useful not only tool for conceptualizing landscapes but also facilitator systematic reaction-network exploration efforts. Because emerging VB descriptors computationally inexpensive (and can alternatively inferred through machine learning), they could evaluated on-the-fly part algorithm. The so-predicted subsequently examined detail more-demanding methods.

Language: Английский

Citations

15
Car-Parrinello molecular dynamics study of CuF, AgF, CuPF6 and AgPF6 in acetonitrile solvent and Cluster-Continuum calculation of the solvation free energy of Cu(I), Ag(I) and Li(I) DOI
Josefredo R. Pliego

Journal of Molecular Liquids, Journal Year: 2022, Volume and Issue: 359, P. 119368 - 119368

Published: May 13, 2022

Language: Английский

Citations

11
Practical conversion of gem-difluorocyclopropenes for the chemodivergent assembly of fluorinated heterocyclic frameworks DOI

Dongping Pan,

Fu‐Xiaomin Liu,

Zhongyi Zeng

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(24), P. 10630 - 10637

Published: Jan. 1, 2023

A green method has been established by employing gem -difluorocyclopropylenes as versatile building blocks, leading to the chemodivergent formation of several fluorinated structural motifs including cyclopropapyrazolopyridines, indolizines etc .

Language: Английский

Citations

6
SNAr Radiofluorination with In Situ Generated [18F]Tetramethylammonium Fluoride DOI
So Jeong Lee, María T. Morales-Colón, Allen F. Brooks

et al.

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(20), P. 14121 - 14130

Published: Sept. 10, 2021

This report describes a method for the nucleophilic radiofluorination of (hetero)aryl chlorides, triflates, and nitroarenes using combination [18F]KF·K2.2.2 Me4NHCO3 in situ formation strongly fluorinating reagent (proposed to be [18F]Me4NF). is applied 24 substrates bearing diverse functional groups, it generates [18F](hetero)aryl fluoride products good excellent radiochemical yields presence ambient air/moisture. The reaction preparation 18F-labeled HQ-415 potential (pre)clinical use.

Language: Английский

Citations

14
Synthesis of perfluoroaryl sulfides at electron-poor arenes via an S Ar step with an unexpected mechanism DOI
Hsuan‐Hung Liao, Shao‐Chi Lee,

Hsin Kao

et al.

Cell Reports Physical Science, Journal Year: 2022, Volume and Issue: 3(8), P. 101010 - 101010

Published: Aug. 1, 2022

Language: Английский

Citations

9