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Synthesis and photophysical properties of 2,4-distyryl and 2,4,6-tristyrylpyrimidines.
Authors: Fecková Michaela | Achelle Sylvain | Robin-le Guen Francoise | le Poul Pascal | Bureš Filip
Year: 2018
Type of publication: ostatní - přednáška nebo poster
Page from-to: nestránkováno
Titles:
Language Name Abstract Keywords
eng Synthesis and photophysical properties of 2,4-distyryl and 2,4,6-tristyrylpyrimidines. The synthesis of a series of twenty new 2,4,6-tristyrylpyrimidines and three new 2,4-distyrylpyrimidines by means of combining the Knoevenagel condensation and a Suzuki−Miyaura cross-coupling reaction was described. Pyrimidine (1,3-diazine), as a six-membered heterocycle with two nitrogen atoms, exhibits a strong electron-withdrawing character, and therefore the connection with electron-donating groups via a π-conjugated bridge leads to an intramolecular charge transfer, and generally to a strong emission.1 Due to the lone electron pair of its two nitrogen atoms, the pyrimidine ring can catch protons, coordinate metal cations, and link to various (bio)organic molecules, leading to the modification of its emission properties. Various pyrimidine chromophores have been used in pH, metal cation, nitroaromatic, and protein fluorescent sensors. Mixtures of neutral and protonated forms of pyrimidine fluorophores have also been used as white-light emitters. Recently, pyrimidine-based thermally activated delayed fluorescence emitters (TADF) have been developed and have been used for high external quantum efficiency organic light-emitting diodes (OLEDs). Optical properties of final compounds were studied by UV-Vis absorption and emission spectroscopy as well as their electronic properties by DFT and TD-DFT calculations. The influence of electron-donating and electron-withdrawing groups on each arm and comparison of results with 4,6-distyrylpyrimidines analogs, previously prepared in our research group, are shown.2 Fig 1 distyrylpyrimidines; tristyrylpyrimidines; OLED; intramolecular charge transfer

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