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2-Chloro-4,6-bis{(E)-3-methoxy-4-[(4-methoxybenzyl)oxy]styryl}pyrimidine: Synthesis, Spectroscopic and Computational Evaluation
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Univ Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes)—UMR 6226, F-35000 Rennes, France
Author to whom correspondence should be addressed.
Academic Editor: Hideto Miyabe
Molbank 2021, 2021(3), M1278;
Received: 26 August 2021 / Revised: 8 September 2021 / Accepted: 9 September 2021 / Published: 10 September 2021
(This article belongs to the Section Organic Synthesis)
In this contribution, we designed a 4,6-distyrylpyrimidine chromophore with diphenylamino electron-donating groups and biphenylenevinylene extended π-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. View Full-Text
Keywords: pyrimidine; fluorescence; push–pull pyrimidine; fluorescence; push–pull
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MDPI and ACS Style

Diarra, L.; Robin-le Guen, F.; Achelle, S. 4,6-Bis((E)-2-(4′-N,N-diphenylamino-[1,1′-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine. Molbank 2021, 2021, M1278.

AMA Style

Diarra L, Robin-le Guen F, Achelle S. 4,6-Bis((E)-2-(4′-N,N-diphenylamino-[1,1′-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine. Molbank. 2021; 2021(3):M1278.

Chicago/Turabian Style

Diarra, Lacina, Françoise Robin-le Guen, and Sylvain Achelle. 2021. "4,6-Bis((E)-2-(4′-N,N-diphenylamino-[1,1′-biphenyl]-4-yl)vinyl)-2-phenylpyrimidine" Molbank 2021, no. 3: M1278.

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