Recent advances in radical chemistry proceeding through pro-aromatic radicals
| Autor: | Armido Studer, Anup Bhunia |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Chemistry
General Chemical Engineering Radical Biochemistry (medical) Reactive intermediate Photoredox catalysis Aromaticity 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry Combinatorial chemistry 3. Good health 0104 chemical sciences chemistry.chemical_compound Intramolecular force Functional group Materials Chemistry Environmental Chemistry Moiety Pyridinium 0210 nano-technology |
| Zdroj: | Chem. 7:2060-2100 |
| ISSN: | 2451-9294 |
| Popis: | Summary This review illustrates pioneering work and recent advancements on the use of pro-aromatic compounds as carbon- and heteroatom-radical precursors. Pro-aromatic systems such as 1,4-cyclohexadienes, dihydronicotinamides, 1,4-dihydropyridines, 4-substituted Hantzsch esters, pyridinium salts, and benzothiazolines are easily transformed to pro-aromatic radicals and can be used to realize hydrogen atom or radical functional group transfer chemistry. 1,4-dihydropyridines and dihydronicotinamides form complexes with suitable acceptors, and these donor-acceptor complexes engage in intramolecular electron transfer leading to radical pairs that contain a pro-aromatic moiety. We highlight the underlying principle for the generation of reactive radicals in these systems that is gaining aromaticity as the driving force for the fragmentation of the pro-aromatic radicals. Moreover, many pro-aromatic reagents contain weak activated C–H bonds, qualifying them as good H-atom donors in C-radical reductions. Studies from our laboratory along with recent developments from other groups are classified with respect to the structure of the pro-aromatic radical precursor. |
| Databáze: | OpenAIRE |
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