4,6-Bis((E)-2-(4 '-N,N-diphenylamino-[1,1 '-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Molbank Année : 2021

4,6-Bis((E)-2-(4 '-N,N-diphenylamino-[1,1 '-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine

Résumé

In this contribution, we designed a 4,6-distyrylpyrimidine chromophore with diphenylamino electron-donating groups and biphenylenevinylene extended pi-conjugated linkers. This compound has been synthesized in two steps from 4,6-dimethyl-2-phenylpyrimidine by a double Knoevenagel reaction with 4-bromobenzaldehyde followed by a double Suzuki-Miyaura cross coupling reaction with 4-(N,N-diphenylamino)phenylboronic acid. This compound exhibits intense emission in moderately polar solvents as well as in solid state. This compound is characterized by an intense emission solvatochromism with emission ranging from blue in non polar n-heptane to orange in dichloromethane. This chromophore is also sensible to the presence of acid with a bathochromic shift of the charge transfer absorption band and emission quenching.

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hal-03414075 , version 1 (04-11-2021)

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Lacina Diarra, Francoise Robin-Le Guen, Sylvain Achelle. 4,6-Bis((E)-2-(4 '-N,N-diphenylamino-[1,1 '-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine. Molbank, 2021, 2021 (3), pp.M1278. ⟨10.3390/M1278⟩. ⟨hal-03414075⟩
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