Photosensitization of quadricyclene isomerization by electron acceptors. A short-circuit nonradiative decay mechanism for electron donor-acceptor quenching in polar media

1982 ◽  
Vol 86 (15) ◽  
pp. 2805-2808 ◽  
Author(s):  
Guilford Jones ◽  
Sheau Hwa Chiang ◽  
William G. Becker ◽  
Jeanne A. Welch
2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  

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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