Proposal for halogen atom transfer mechanism for Ullmann O-arylation of phenols with aryl halides

2012 ◽  
Vol 41 (45) ◽  
pp. 13832 ◽  
Author(s):  
Songlin Zhang ◽  
Zhenzhong Zhu ◽  
Yuqiang Ding
Keyword(s):  
Halogen Atom ◽  
Transfer Mechanism ◽  
Aryl Halides ◽  
Atom Transfer

scholarly journals Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides

Science ◽  
2020 ◽  
Vol 367 (6481) ◽  
pp. 1021-1026 ◽  
Author(s):  
Timothée Constantin ◽  
Margherita Zanini ◽  
Alessio Regni ◽  
Nadeem S. Sheikh ◽  
Fabio Juliá ◽  
...  
Keyword(s):  
Halogen Atom ◽  
Building Blocks ◽  
Aryl Halides ◽  
Atom Transfer ◽  
Reduction Potentials ◽  
Tributyltin Hydride ◽  
Organic Halides ◽  
Wide Range ◽  
Carbon Carbon Bonds ◽  
Radical Processes

Organic halides are important building blocks in synthesis, but their use in (photo)redox chemistry is limited by their low reduction potentials. Halogen-atom transfer remains the most reliable approach to exploit these substrates in radical processes despite its requirement for hazardous reagents and initiators such as tributyltin hydride. In this study, we demonstrate that α-aminoalkyl radicals, easily accessible from simple amines, promote the homolytic activation of carbon-halogen bonds with a reactivity profile mirroring that of classical tin radicals. This strategy conveniently engages alkyl and aryl halides in a wide range of redox transformations to construct sp3-sp3, sp3-sp2, and sp2-sp2 carbon-carbon bonds under mild conditions with high chemoselectivity.

Base-promoted aryl–bromine bond cleavage with cobalt(ii) porphyrins via a halogen atom transfer mechanism

2014 ◽  
Vol 43 (21) ◽  
pp. 7771 ◽  
Author(s):  
Chun Ran Liu ◽  
Ying Ying Qian ◽  
Kin Shing Chan
Keyword(s):  
Halogen Atom ◽  
Bond Cleavage ◽  
Transfer Mechanism ◽  
Atom Transfer

Ion-molecule reactions in acetone-water mixtures

1966 ◽  
Vol 19 (1) ◽  
pp. 59 ◽  
Author(s):  
Souza BC de ◽  
JH Green
Keyword(s):  
Hydrogen Atom ◽  
Proton Transfer ◽  
Transfer Process ◽  
Hydrogen Atom Transfer ◽  
Mass Spectrometric ◽  
Transfer Mechanism ◽  
Atom Transfer ◽  
Ion Molecule Reactions ◽  
Acetone Water

Mass-spectrometric studies of ion-molecule reactions in acetone-water mixtures at 70 eV and 20 eV electron energies are described. The results provide evidence in favour of the proton transfer mechanism rather than for a hydrogen atom transfer process for the production of M + 1 ions.

Radical Catalyzed Debromination of Bromo-Alkanes by Formate in Aqueous Solutions via a Hydrogen Atom Transfer Mechanism.

ChemInform ◽  
2004 ◽  
Vol 35 (20) ◽  
Author(s):  
Elisabetha Shandalov ◽  
Israel Zilbermann ◽  
Eric Maimon ◽  
Yeoshua Nahmani ◽  
Haim Cohen ◽  
...  
Keyword(s):  
Hydrogen Atom ◽  
Aqueous Solutions ◽  
Hydrogen Atom Transfer ◽  
Transfer Mechanism ◽  
Atom Transfer

Photoredox Polyfluoroarylation of Alkyl Halides via Halogen Atom Transfer

2022 ◽  
Author(s):  
Ben Niu ◽  
Krishnakumar Sachidanandan ◽  
Bryan G. Blackburn ◽  
Maria Victoria Cooke ◽  
Sébastien Laulhé
Keyword(s):  
Halogen Atom ◽  
Alkyl Halides ◽  
Atom Transfer
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