Transition-Metal-Free C–H/C–Li Coupling of Nonaromatic 2H-Imidazole 1-Oxides with Pentafluorophenyl Lithium in the Design of Novel Fluorophores with Intramolecular Charge Transfer Effect
Тип публикации: Journal Article
Дата публикации: 2020-07-13
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 5.8
Impact factor: 3.3
ISSN: 00223263, 15206904
PubMed ID:
32657130
Organic Chemistry
Краткое описание
Methodology of nucleophilic substitution of hydrogen (SNH) was first applied for the direct modification of nonaromatic 2H-imidazoles to afford novel polyfluoroarylated azaheterocycles. Scope, tolerance for these transition-metal-free C-H/C-Li coupling reactions, and photophysical properties for the novel 4-(perfluorophenyl)-5-aryl-2H-imidazoles were comprehensively studied. In particular, some of the obtained perfluoroaryl-substituted 2H-imidazoles were found to be of particular interest as promising push-pull fluorophore systems in the design of fluorometric sensor materials due to the effect of intramolecular charge transfer.
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Moseev T. et al. Transition-Metal-Free C–H/C–Li Coupling of Nonaromatic 2H-Imidazole 1-Oxides with Pentafluorophenyl Lithium in the Design of Novel Fluorophores with Intramolecular Charge Transfer Effect // Journal of Organic Chemistry. 2020. Vol. 85. No. 17. pp. 11124-11133.
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Moseev T., Varaksin M. V., Gorlov D. A., Charushin V., Chupakhin O. N. Transition-Metal-Free C–H/C–Li Coupling of Nonaromatic 2H-Imidazole 1-Oxides with Pentafluorophenyl Lithium in the Design of Novel Fluorophores with Intramolecular Charge Transfer Effect // Journal of Organic Chemistry. 2020. Vol. 85. No. 17. pp. 11124-11133.
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TY - JOUR
DO - 10.1021/acs.joc.0c01042
UR - https://doi.org/10.1021/acs.joc.0c01042
TI - Transition-Metal-Free C–H/C–Li Coupling of Nonaromatic 2H-Imidazole 1-Oxides with Pentafluorophenyl Lithium in the Design of Novel Fluorophores with Intramolecular Charge Transfer Effect
T2 - Journal of Organic Chemistry
AU - Moseev, Timofey
AU - Varaksin, Mikhail V
AU - Gorlov, Denis A
AU - Charushin, Valery
AU - Chupakhin, O. N.
PY - 2020
DA - 2020/07/13
PB - American Chemical Society (ACS)
SP - 11124-11133
IS - 17
VL - 85
PMID - 32657130
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2020_Moseev,
author = {Timofey Moseev and Mikhail V Varaksin and Denis A Gorlov and Valery Charushin and O. N. Chupakhin},
title = {Transition-Metal-Free C–H/C–Li Coupling of Nonaromatic 2H-Imidazole 1-Oxides with Pentafluorophenyl Lithium in the Design of Novel Fluorophores with Intramolecular Charge Transfer Effect},
journal = {Journal of Organic Chemistry},
year = {2020},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.joc.0c01042},
number = {17},
pages = {11124--11133},
doi = {10.1021/acs.joc.0c01042}
}
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MLA
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Moseev, Timofey, et al. “Transition-Metal-Free C–H/C–Li Coupling of Nonaromatic 2H-Imidazole 1-Oxides with Pentafluorophenyl Lithium in the Design of Novel Fluorophores with Intramolecular Charge Transfer Effect.” Journal of Organic Chemistry, vol. 85, no. 17, Jul. 2020, pp. 11124-11133. https://doi.org/10.1021/acs.joc.0c01042.
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