Electron transfer processes. X. Free-radical intermediates in the reactions of organolithium reagents with alkyl halides

1969 ◽  
Vol 91 (14) ◽  
pp. 3967-3968 ◽  
Author(s):  
Glen Allan Russell ◽  
Davis W. Lamson
1968 ◽  
Vol 46 (8) ◽  
pp. 1337-1340 ◽  
Author(s):  
B. Lionel Funt ◽  
Derek G. Gray

Cyclic voltammetry has revealed four reversible single electron transfer processes in the oxidation and reduction of diphenylpicrylhydrazyl (DPPH) in tetrahydrofuran (THF). These are associated with a cation, a free radical, a monoanion, a dianion radical, and a trianion of DPPH.THF is a good solvent for cyclic voltammetry as evidenced by the stability of the products generated at the electrodes. It is also one of the few excellent solvents for anionic polymerization and is therefore a remarkably suitable medium for studies of electropolymerization phenomena.


2021 ◽  
Author(s):  
Eloïse Colson ◽  
Julie Andrez ◽  
Ali Dabbous ◽  
Frabrice Dénès ◽  
Vincent Maurel ◽  
...  

A mild and simple protocol for the synthesis of 8-azabicyclo[3.2.1]octane and 9-azabicyclo[3.3.1]nonane derivatives is described. It provides these valuable bicyclic alkaloid skeletons in good yields and high levels of diastereoselectivity from simple and readily available starting materials using visible-light photoredox catalysis. This unprecedented annulation process takes advantage of the unique reactivity of ethyl 2-(acetoxymethyl)acrylate as a 1,3-bis radical acceptor and of cyclic N,N-dialkylanilines as radical 1,3-bis radical donors. The success of this process relies on efficient electron transfer processes and highly selective deprotonation of aminium radical cations leading to the key α-amino radical intermediates.


Sign in / Sign up

Export Citation Format

Share Document