Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones
Само за регистроване кориснике
2020
Аутори
Minić, AleksandraPešić, Marko S
Novaković, Slađana B.
Bogdanović, Goran A.
Todosijević, Anka
Ilić-Komatina, Danijela
Stevanović, Dragana D.
Чланак у часопису (Објављена верзија)
,
© 2020 Elsevier B.V.
Метаподаци
Приказ свих података о документуАпстракт
Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures ...have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process.
Кључне речи:
Ferrocene / Tetrahydropyrimidin-2(1H)-ones / One-pot reaction / Crystal structure / ElectrochemistryИзвор:
Journal of Organometallic Chemistry, 2020, 923, 121422-Финансирање / пројекти:
DOI: 10.1016/j.jorganchem.2020.121422
ISSN: 0022-328X
WoS: 000575167700008
Scopus: 2-s2.0-85089028968
Институција/група
VinčaTY - JOUR AU - Minić, Aleksandra AU - Pešić, Marko S AU - Novaković, Slađana B. AU - Bogdanović, Goran A. AU - Todosijević, Anka AU - Ilić-Komatina, Danijela AU - Stevanović, Dragana D. PY - 2020 UR - https://vinar.vin.bg.ac.rs/handle/123456789/9119 AB - Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process. T2 - Journal of Organometallic Chemistry T1 - Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones VL - 923 SP - 121422 DO - 10.1016/j.jorganchem.2020.121422 ER -
@article{ author = "Minić, Aleksandra and Pešić, Marko S and Novaković, Slađana B. and Bogdanović, Goran A. and Todosijević, Anka and Ilić-Komatina, Danijela and Stevanović, Dragana D.", year = "2020", abstract = "Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process.", journal = "Journal of Organometallic Chemistry", title = "Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones", volume = "923", pages = "121422", doi = "10.1016/j.jorganchem.2020.121422" }
Minić, A., Pešić, M. S., Novaković, S. B., Bogdanović, G. A., Todosijević, A., Ilić-Komatina, D.,& Stevanović, D. D.. (2020). Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones. in Journal of Organometallic Chemistry, 923, 121422. https://doi.org/10.1016/j.jorganchem.2020.121422
Minić A, Pešić MS, Novaković SB, Bogdanović GA, Todosijević A, Ilić-Komatina D, Stevanović DD. Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones. in Journal of Organometallic Chemistry. 2020;923:121422. doi:10.1016/j.jorganchem.2020.121422 .
Minić, Aleksandra, Pešić, Marko S, Novaković, Slađana B., Bogdanović, Goran A., Todosijević, Anka, Ilić-Komatina, Danijela, Stevanović, Dragana D., "Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones" in Journal of Organometallic Chemistry, 923 (2020):121422, https://doi.org/10.1016/j.jorganchem.2020.121422 . .