scholarly journals Metal-Free C-Se Cross-Coupling Enabled by Photoinduced Intermolecular Charge Transfer

2021 ◽  
Author(s):  
Chen Zhu ◽  
Serik Zhumagazy ◽  
Huifeng Yue ◽  
Magnus Rueping
Keyword(s):  
Charge Transfer ◽  
Visible Light ◽  
Electron Donor ◽  
Cross Coupling ◽  
Metal Free ◽  
Intermolecular Charge Transfer ◽  
Donor Acceptor

Metal-free C-Se cross-couplings via the formation of electron-donor-acceptor (EDA) complexes have been developed. The visible-light induced reactions can be applied for the synthesis of a series of unsymmetrical diaryl selenides...

scholarly journals Visible-light-induced intramolecular charge transfer in the radical spirocyclisation of indole-tethered ynones

2020 ◽  
Vol 11 (5) ◽  
pp. 1353-1360 ◽  
Author(s):  
Hon Eong Ho ◽  
Angela Pagano ◽  
James A. Rossi-Ashton ◽  
James R. Donald ◽  
Ryan G. Epton ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Visible Light ◽  
Electron Donor ◽  
Intramolecular Charge Transfer ◽  
Thiyl Radical ◽  
Acceptor Complex ◽  
Donor Acceptor ◽  
Radical Generation ◽  
Induced Charge

Indole-tethered ynones form an intramolecular electron donor–acceptor complex that can undergo visible-light-induced charge transfer to promote thiyl radical generation from thiols.

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

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