α-Arylation of alkylamines with sulfonylarenes through a radical chain mechanism

2018 ◽  
Vol 54 (74) ◽  
pp. 10471-10474 ◽  
Author(s):  
Yuko Ikeda ◽  
Ryota Ueno ◽  
Yuto Akai ◽  
Eiji Shirakawa

A radical chain, conducted by a sulfonyl radical in a homolytic aromatic substitution mechanism, makes it possible to promote α-arylation of alkylamines with sulfonylarenes just by using a substoichiometric amount of a tert-butoxy radical precursor.

1970 ◽  
Vol 48 (4) ◽  
pp. 544-545 ◽  
Author(s):  
F. Minisci ◽  
G. P. Gardini ◽  
F. Bertini

The metal ion catalyzed chlorination of 1-chlorobutane, 1-chlorohexane, methyl-pentanoate, and methyl-heptanoate by protonated N-chloroamines proceeds by a free radical chain mechanism and the chain carrying species was shown not to be a chlorine atom, but an amino radical cation.


1959 ◽  
Vol 12 (2) ◽  
pp. 147 ◽  
Author(s):  
NK King ◽  
ME Winfield

A thermodynamical argument is used to support the suggestion made elsewhere that the more common radical chain mechanism for catalysed decomposition of H2O2 need not predominate if the catalyst can readily undergo a reversible 2-electron oxidation. How complete the exclusion of free radical formation may be depends upon the redox characteristics of the catalyst and on whether its oxidation by two single-electron steps is readily reversible along the same path.


2007 ◽  
Vol 122 (3-4) ◽  
pp. 284-291 ◽  
Author(s):  
Pascal Lignier ◽  
Franck Morfin ◽  
Laurent Piccolo ◽  
Jean-Luc Rousset ◽  
Valérie Caps

1999 ◽  
Vol 64 (6) ◽  
pp. 971-976 ◽  
Author(s):  
Bohumil Štíbr ◽  
Zbyněk Janoušek ◽  
Matthew Trammell ◽  
Bohumír Grüner ◽  
Zbyněk Plzák

The oxidation of the [nido-6,9-C2B8H10]2- (1) dianion with CuCl2, is supposed to proceed via an unstable closo-2,6-C2B8H10 (2) intermediate, which is then rearranged into closo-1,6-C2B8H10 (3) (yields 30-35%). The synthesis is accompanied by the formation of the isomeric closo-dicarbaboranes 1,10-C2B8H10 (4) and 1,2-C2B8H10 (5) and the whole procedure can be modified to isolate only isomer 4 (yield 35%). Side products from the synthesis consist of a complex and so far unseparable mixture, in which arachno-4,6-C2B7H13, chloro derivatives closo-C2B8H9Cl, and trimeric compounds of a closo-(C2B8H9)2-C2B8H8 formulation were detected by GLC/MS techniques. These findings point to the involvement of a radical-chain mechanism in the reaction.


2019 ◽  
Author(s):  
Qiao Lin ◽  
Tianning Diao

A mechanistic study on Ni-catalyzed reductive 1,2-dicarbofunctionalization of alkenes distinguishes the "radical chain" mechanism from the "sequential reduction" mechanism.


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