Effect of the Position and Amount of the Electron‐Donating Groups in Substituted 2,4,6‐Triphenylpyrimidines on their Thermal, Optical and Electrochemical Properties

• Published in: ChemistrySelect (Weinheim) Vol. 7; no. 42
• Main Authors: Slobodinyuk, Daria G., Slobodinyuk, Alexey I., Strelnikov, Vladimir N., Shklyaeva, Elena V., Abashev, Georgy G.
• Format: Journal Article
• Language: English
• Published: 11-11-2022
• Subjects: carbazole; cyclic voltammetry; donor-acceptor systems; fluorescence; pyrimidine
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202203180

2,4,6‐Triphenylpyrimidine derivatives have been synthesized from the corresponding aromatic aldehydes and methyl ketones via a two‐step procedure, which include an aldol‐crotonic condensation followed by the reaction of the resulting chalcones with ammonium acetate in the presence of a catalytic amount of trifluoromethanesulfonic acid with DMF as a solvent The compound structures have been identified by NMR and IR spectroscopy and elemental analysis. The thermal, optical and electrochemical properties of the compounds obtained have been studied. The synthesized 2,4,6‐triphenylpyrimidines are characterized by blue emission. It has been shown, that these compounds have narrow band gaps and high fluorescence quantum yields.
A number of 2,4,6‐trisubstituted pyrimidines containing carbazole electron‐donor fragments was successfully synthesized. The relationship between the molecular structure of the synthesized pyrimidines and their thermal, photophysical, and electrochemical properties has been studied.