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First synthesis of 1,10-phenanthroline-2,9-diamine dioxides, a novel family of phenanthroline-based ligands

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Muzalevskiy V. M. et al. First synthesis of 1,10-phenanthroline-2,9-diamine dioxides, a novel family of phenanthroline-based ligands // Mendeleev Communications. 2025. Vol. 35. No. 6. pp. 720-722.
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Muzalevskiy V. M., Isomiddinov J. K., Lyssenko K. A., Nenajdenko V. G. First synthesis of 1,10-phenanthroline-2,9-diamine dioxides, a novel family of phenanthroline-based ligands // Mendeleev Communications. 2025. Vol. 35. No. 6. pp. 720-722.
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TY - JOUR
DO - 10.71267/mencom.7802
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7802
TI - First synthesis of 1,10-phenanthroline-2,9-diamine dioxides, a novel family of phenanthroline-based ligands
T2 - Mendeleev Communications
AU - Muzalevskiy, Vasilii Mikhailovich
AU - Isomiddinov, Javokhirmirzo K.
AU - Lyssenko, Konstantin Alexandrovich
AU - Nenajdenko, Valentin Georgievich
PY - 2025
DA - 2025/10/21
PB - Mendeleev Communications
SP - 720-722
IS - 6
VL - 35
ER -
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@article{2025_Muzalevskiy,
author = {Vasilii Mikhailovich Muzalevskiy and Javokhirmirzo K. Isomiddinov and Konstantin Alexandrovich Lyssenko and Valentin Georgievich Nenajdenko},
title = {First synthesis of 1,10-phenanthroline-2,9-diamine dioxides, a novel family of phenanthroline-based ligands},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7802},
number = {6},
pages = {720--722},
doi = {10.71267/mencom.7802}
}
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Muzalevskiy, Vasilii Mikhailovich, et al. “First synthesis of 1,10-phenanthroline-2,9-diamine dioxides, a novel family of phenanthroline-based ligands.” Mendeleev Communications, vol. 35, no. 6, Oct. 2025, pp. 720-722. https://mendcomm.colab.ws/publications/10.71267/mencom.7802.

Keywords

N-oxides
1,10-phenanthrolines
amines
ligands
Meisenheimer rearrangement
oxidation

Abstract

Oxidation of 2,9-dialkylamino-1,10-phenanthrolines with mCPBA affords the corresponding N,N'-dioxides at the aliphatic amino substituents in up to 99% yield. The stability of these compounds can be improved by their conversion into dihydrochlorides at the remaining aromatic nitrogen atoms. The mercury-assisted Meisenheimer rearrangement of the prepared compounds is described.

Funders

Ministry of Education and Science of the Russian Federation
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