Polyhedron, volume 169, pages 253-260
Organometallic phthalazin-1(2H)-ones: Electrochemistry and advantage of solvothermal synthesis
Publication type: Journal Article
Publication date: 2019-09-01
Materials Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Abstract o-Ferrocenylcarbonylbenzoic acid (η5-C5H5)Fe(η5-C5H4C(O)C6H4COOH) (I) and o-cymantrenylcarbonylbenzoic acid (II) were obtained from ferrocene or (η5-C5H5)Mn(CO)3, respectively, by the Friedel–Crafts reaction with phthalic anhydride. Methyl o-ferrocenylcarbonylbenzoate (η5-C5H5)Fe(η5-C5H4C(O)C6H4COOMe (III) and methyl o-cymantrenylcarbonylbenzoate (CO)3Mn(η5-C5H4C(O)C6H4COOMe) (IV) were synthesized from I and II, respectively using dimethyl carbonate (DMC) in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to promote the methylation reaction. 4-Ferrocenylphthalazin-1(2H)-one (V) and 4-cymantrenylphthalazin-1(2H)-one (VI) were obtained by the interaction of hydrazine hydrate with I and II, respectively, by the prolonged reflux or convenient solvothermal synthesis. Cyclic voltammetry measurements showed that compounds III and V undergo reversible one-electron oxidation, localized presumably at the ferrocene unit. For III the irreversible one-electron oxidation is apparently associated with the oxidation of the benzoate fragment. All new compounds were characterized by spectroscopic methods and the molecular structures of II and III were determined by X-ray diffraction analysis.
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Journal of Physical Chemistry A
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Journal of Physical Chemistry A
1 publication, 33.33%
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Inorganic Chemistry
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Inorganic Chemistry
1 publication, 33.33%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
2 publications, 66.67%
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Shapovalov S. S. et al. Organometallic phthalazin-1(2H)-ones: Electrochemistry and advantage of solvothermal synthesis // Polyhedron. 2019. Vol. 169. pp. 253-260.
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Shapovalov S. S., Tikhonova O. G., Kolos A. V., Skabitsky I. V., Sakharov S. G., Grinberg V. A. Organometallic phthalazin-1(2H)-ones: Electrochemistry and advantage of solvothermal synthesis // Polyhedron. 2019. Vol. 169. pp. 253-260.
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TY - JOUR
DO - 10.1016/j.poly.2019.04.048
UR - https://doi.org/10.1016%2Fj.poly.2019.04.048
TI - Organometallic phthalazin-1(2H)-ones: Electrochemistry and advantage of solvothermal synthesis
T2 - Polyhedron
AU - Shapovalov, Sergey S.
AU - Tikhonova, O G
AU - Kolos, A V
AU - Skabitsky, I. V.
AU - Sakharov, S G
AU - Grinberg, V A
PY - 2019
DA - 2019/09/01 00:00:00
PB - Elsevier
SP - 253-260
VL - 169
SN - 0277-5387
ER -
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@article{2019_Shapovalov,
author = {Sergey S. Shapovalov and O G Tikhonova and A V Kolos and I. V. Skabitsky and S G Sakharov and V A Grinberg},
title = {Organometallic phthalazin-1(2H)-ones: Electrochemistry and advantage of solvothermal synthesis},
journal = {Polyhedron},
year = {2019},
volume = {169},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016%2Fj.poly.2019.04.048},
pages = {253--260},
doi = {10.1016/j.poly.2019.04.048}
}