Electrophilic nitration of triphenylamines as a route to high oxidation potential electrocatalysts. Polynitration, nitrodebromination, and bromine dance
The nitration of triphenylamine derivatives is facile, readily leading to an introduction of up to three nitro groups at room temperature. The nitration of 4,4′,4″-tribromotriphenylamine results in nitrodebromination on one or more rings and bromination a
Wu, Xin,Dube, Mufaro A.,Fry, Albert J.
p. 7667 - 7669
(2007/10/03)
The Synthesis of Di- and Tri-arylamines through Halogen Displacement by Base-activated Arylamines: Comparison with the Ullmann Condensation
In dipolar aprotic solvents, nitranions derived from anilines of enhanced N-acidity displace fluorine from activated aromatic compounds at room temperature.Diarylamines thus produced are free from triarylamines, which are formed at higher temperatures when diarylamines, after N-deprotonation by potassium t-butoxyde or by the heavier alkali metal carbonates, similarly displace activated fluorine.Certain diarylamines can also be prepared by chlorine displacement in the presence of alkali metal carbonates.It is confirmed that such carbonates play only an auxiliary role in the Ullmann (copper-assisted) diarylamine synthesis conducted in dipolar aprotic solvents; they may indeed impede the reaction in some instances.
Gorvin, John H.
p. 1331 - 1336
(2007/10/02)
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