Formation and Reactivity of 5-Aminopenta-2,4-Dienals

Synthesis of Ring-Fused Pyridinium Salts by Intramolecular Nucleophilic Aromatic Substitution Reaction and Their Optoelectronic Properties

“…Among them, PAH derivatives containing nitrogen cations exhibit interesting optical properties and aggregation behavior. , However, the synthetic protocols of such nitrogen cation-doped PAHs are generally not straightforward. One of the basic skeletons, N -arylpyridinium salt, has been synthesized by a Zincke reaction, pyrylium salt method, anodic substitution reaction, and nucleophilic aromatic substitution reaction (S N Ar); , however, the obtained N -arylpyridinium salts were highly twisted between a pyridinium ring and an aryl group. Therefore, the development of a synthetic procedure for planar N -arylpyridinium salts is worth investigation.…”

Microwaves and Aqueous Solvents Promote the Reaction of Poorly Nucleophilic Anilines with a Zincke Salt

“…The Zincke reaction allows the transformation of primary amines 1 into their respective N -alkyl- or N -aryl-pyridinium salts 2 (Scheme ). , This reaction usually requires N -(2,4-dinitrophenyl)-pyridinium chloride 3 as reagent, the latter being commonly called Zincke salt . Following a S N (ANRORC) mechanism (i.e., a nucleophilic substitution by adding the nucleophile, ring opening, and ring closure), − the Zincke reaction consists of a transannulation reaction by transferring the Zincke salt pyridinium ring carbon chain onto the nitrogen atom of the primary amine.…”