Synthesis, Crystal Structure, and Photophysical Properties of 4-(4-(Dimethylamino)phenyl)-6-phenylpyrimidin-2-amine

Mellado, Marco; Sariego-Kluge, Rafaela; Valdes-Navarro, Franco; Sanchez-Gonzalez, Rodrigo; Fuentealba, Mauricio; Bravo, Manuel A.; Aguilar, Luis F.

Abstract

The pyrimidine core is present in a wide variety of compounds that show interesting fluorescent properties and have been used as pigments and dyes. In this research, we synthesized 4-(4-(dimethylamino)phenyl)-6-phenylpyrimidin-2-amine (compound 9) from chalcone (8) with 45% yield. We obtained monocrystals of 9 by slow evaporation of dichloromethane as a solvent. Additionally, we measured the photophysical properties of compound 9, and its absorption wavelength (lambda(abs)), molar absorption coefficient (epsilon), excitation wavelength (lambda(exc)) and emission wavelength (lambda(em)), as well as Stokes shift (Delta lambda), increase with increasing solvent polarity. These properties are all related to the stabilization of the excited state by the solvent. On the other hand, the quantum yields (Phi values) in toluene and CH2Cl2 were notable greater than those in other solvents due to their high optical density (OD) and the decrease in the loss of fluorescence by non-radiative processes (C) 2020 Elsevier B.V. All rights reserved.

Más información

Título según WOS: Synthesis, Crystal Structure, and Photophysical Properties of 4-(4-(Dimethylamino)phenyl)-6-phenylpyrimidin-2-amine
Título de la Revista: JOURNAL OF MOLECULAR STRUCTURE
Volumen: 1226
Editorial: ELSEVIER SCIENCE BV
Fecha de publicación: 2021
DOI:

10.1016/j.molstruc.2020.129340

Notas: ISI