Visible-Light-Enhanced Ring Opening of Cycloalkanols Enabled by Brønsted Base-Tethered Acyloxy Radical Induced Hydrogen Atom Transfer-Electron Transfer

2018 ◽  
Vol 20 (4) ◽  
pp. 1228-1231 ◽  
Author(s):  
Rong Zhao ◽  
Yuan Yao ◽  
Dan Zhu ◽  
Denghu Chang ◽  
Yang Liu ◽  
...  
2019 ◽  
Vol 55 (39) ◽  
pp. 5595-5598 ◽  
Author(s):  
Florian Loose ◽  
Dian Wang ◽  
Lei Tian ◽  
Gregory D. Scholes ◽  
Robert R. Knowles ◽  
...  

Concepts for the thermodynamically challenging synthesis of weak N–H bonds by photoinduced proton coupled electron transfer are explored. By harvesting visible light as driving force, ammonia synthesis was achieved and mechanistically elucidated.


2021 ◽  
Author(s):  
Weisi Guo ◽  
Qian Wang ◽  
Jieping Zhu

The generation of heteroatom-centred radicals followed by intramolecular 1,5-HAT and functionalisation of the translocated carbon-centred radical is an efficient way to functionalize chemo- and regio-selectively the remote unactivated C(sp3)–H bond.


2021 ◽  
Author(s):  
Ling Chen ◽  
Jing Hou ◽  
Ming Zheng ◽  
Le-Wu Zhan ◽  
Wan-Ying Tang ◽  
...  

A visible-light-driven direct carbonylative coupling of simple alkanes and alkenes via the combination of the hydrogen atom transfer process and photoredox catalysis has been demonstrated. Employing the N-alkoxyazinium salt as...


2014 ◽  
Vol 16 (36) ◽  
pp. 19437-19445 ◽  
Author(s):  
Josep M. Anglada ◽  
Santiago Olivella ◽  
Albert Solé

The amidogen radical abstracts the hydrogen from nitric acid through a proton coupled electron transfer mechanism rather than by an hydrogen atom transfer process.


2020 ◽  
Author(s):  
Han-Li Sun ◽  
Fan Yang ◽  
Wei-Ting Ye ◽  
Jun-Jie Wang ◽  
Rong Zhu

A general protocol has been developed for the Markovnikov-selective intermolecular hydrofunctionalization based on visible-light-mediated Co/Ru dual catalysis. The key feature involves the photochemical oxidation of an organocobalt(III) intermediate derived from hydrogen atom transfer, which is supported by electrochemical analysis, quenching studies and stoichiometric experiments. This unique redox process enables the efficient branch-selective alkylation of pharmaceutically important nucleophiles (phenols, sulfonamides and various N-heterocycles) using a wide range of alkenes including moderately electron-deficient ones. Moreover, light-gated polar functionalization via organocobalt species was demonstrated.


2019 ◽  
Vol 84 (10) ◽  
pp. 6475-6482 ◽  
Author(s):  
Li Chen ◽  
Li-Na Guo ◽  
Zhi-Yong Ma ◽  
Yu-Rui Gu ◽  
Junjie Zhang ◽  
...  

2020 ◽  
Vol 56 (61) ◽  
pp. 8671-8674
Author(s):  
Long-Jin Zhong ◽  
Hong-Yu Wang ◽  
Xuan-Hui Ouyang ◽  
Jin-Heng Li ◽  
De-Lie An

Visible light initiated α-C(sp3)–H hetroarylation of N-(benzyloxy)phthalimides with cyanopyridines via 1,2-hydrogen atom transfer is depicted.


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