4-{3,5-Bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde in the Synthesis of New Dendritic Chromophores

The reaction of 4-[3,5-bis(2,3,5,6-tetrafluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]benzaldehyde with tert-butyl piperazine-1-carboxylate gave Boc-protected 4-{3,5-bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)­phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde. The latter reacted as a donor block with dicyanoisophorone as an acceptor block in butan-1-ol in the presence of morpholine to produce a dipolar dye with Boc-protected piperazine fragments. After removal of the Boc protection by the action of HCl, the resulting bis-piperazinium dihydrochloride was acylated with benzoyl chloride and its branched derivatives to afford new dipolar chromophores.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1134/s1070428024604722
Citations
1
Primary Topic
Computational Drug Discovery Methods
Type
article
Field-Weighted Citation Impact
1.50
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article

4-{3,5-Bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde in the Synthesis of New Dendritic Chromophores

N. A. Orlova, А. M. Maksimov, В. В. Шелковников, Alexander А. Chernonosov et al.
1 citations
Russian Journal of Organic Chemistry
Computational Drug Discovery Methods
1.50
article

4-{3,5-Bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde in the Synthesis of New Dendritic Chromophores

N. A. Orlova, А. M. Maksimov, В. В. Шелковников, Alexander А. Chernonosov, R. A. Ishchenko, N. D. Ryazanov, V. N. Berezhnaya
article en
1 citations

Abstract

The reaction of 4-[3,5-bis(2,3,5,6-tetrafluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]benzaldehyde with tert-butyl piperazine-1-carboxylate gave Boc-protected 4-{3,5-bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)­phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde. The latter reacted as a donor block with dicyanoisophorone as an acceptor block in butan-1-ol in the presence of morpholine to produce a dipolar dye with Boc-protected piperazine fragments. After removal of the Boc protection by the action of HCl, the resulting bis-piperazinium dihydrochloride was acylated with benzoyl chloride and its branched derivatives to afford new dipolar chromophores.

Russian Journal of Organic ChemistryVol. 61(1)
Novosibirsk State University (RU), Institute of Chemical Biology and Fundamental Medicine (RU), Novosibirsk Institute of Organic Chemistry (RU), Siberian Branch of the Russian Academy of Sciences (RU), Novosibirsk State Technical University (RU)
Openalex Percentile: Top 18%
Computational Drug Discovery Methods
1.50
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