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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. / Ishchenko, R. A.; Orlova, N. A.; Shelkovnikov, V. V. et al.

In: Russian Journal of Organic Chemistry, Vol. 61, No. 1, 31.03.2025, p. 184-189.

Research output: Contribution to journal › Article › peer-review

Harvard

Ishchenko, RA, Orlova, NA, Shelkovnikov, VV, Maksimov, AM, Ryazanov, ND, Berezhnaya, VN & Chernonosov, AA 2025, '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', Russian Journal of Organic Chemistry, vol. 61, no. 1, pp. 184-189. https://doi.org/10.1134/S1070428024604722

APA

Ishchenko, R. A., Orlova, N. A., Shelkovnikov, V. V., Maksimov, A. M., Ryazanov, N. D., Berezhnaya, V. N., & Chernonosov, A. A. (2025). 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. Russian Journal of Organic Chemistry, 61(1), 184-189. https://doi.org/10.1134/S1070428024604722

Vancouver

Ishchenko RA, Orlova NA, Shelkovnikov VV, Maksimov AM, Ryazanov ND, Berezhnaya VN et al. 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. Russian Journal of Organic Chemistry. 2025 Mar 31;61(1):184-189. doi: 10.1134/S1070428024604722

Author

Ishchenko, R. A. ; Orlova, N. A. ; Shelkovnikov, V. V. et al. / 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. In: Russian Journal of Organic Chemistry. 2025 ; Vol. 61, No. 1. pp. 184-189.

BibTeX

@article{34200953d537404b8bb7be0d1fd21d15,
title = "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",
abstract = "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.",
keywords = "Boc-piperazine, branched structures, dicyanoisophorone, dipolar chromophores, polyfluorotriphenylpyrazolines",
author = "Ishchenko, {R. A.} and Orlova, {N. A.} and Shelkovnikov, {V. V.} and Maksimov, {A. M.} and Ryazanov, {N. D.} and Berezhnaya, {V. N.} and Chernonosov, {A. A.}",
note = "This study was supported by the basic budget financing of Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences (project no. 1.4.2.3). MALDI-TOF mass spectrometric analyses were performed under partial support from the basic budget financing of the Institute of Chemical Biology and Fundamental Medicine, Siberian Branch, Russian Academy of Sciences (project no. 121031300045-2).",
year = "2025",
month = mar,
day = "31",
doi = "10.1134/S1070428024604722",
language = "русский",
volume = "61",
pages = "184--189",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "Maik Nauka-Interperiodica Publishing",
number = "1",

}

RIS

TY - JOUR

T1 - 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

AU - Ishchenko, R. A.

AU - Orlova, N. A.

AU - Shelkovnikov, V. V.

AU - Maksimov, A. M.

AU - Ryazanov, N. D.

AU - Berezhnaya, V. N.

AU - Chernonosov, A. A.

N1 - This study was supported by the basic budget financing of Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences (project no. 1.4.2.3). MALDI-TOF mass spectrometric analyses were performed under partial support from the basic budget financing of the Institute of Chemical Biology and Fundamental Medicine, Siberian Branch, Russian Academy of Sciences (project no. 121031300045-2).

PY - 2025/3/31

Y1 - 2025/3/31

N2 - 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.

AB - 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.

KW - Boc-piperazine

KW - branched structures

KW - dicyanoisophorone

KW - dipolar chromophores

KW - polyfluorotriphenylpyrazolines

UR - https://www.mendeley.com/catalogue/0dbd6ec7-789e-3f86-ac5d-262081067c72/

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-105001438340&origin=inward&txGid=48e147927e277abcf495bc47ac011127

U2 - 10.1134/S1070428024604722

DO - 10.1134/S1070428024604722

M3 - статья

VL - 61

SP - 184

EP - 189

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 1

ER -

ID: 65168345