Please use this identifier to cite or link to this item: http://ena.lp.edu.ua:8080/handle/ntb/55794
Title: Ferrocenylmethylnucleobases: Synthesis, DFT Calculations, Electrochemical and Spectroscopic Characterization
Other Titles: Ферроценілметилнуклеїнові основи: синтез, розрахунок ДПФ, електрохімічна та спектроскопічна характеристика
Authors: Lanez, Elhafnaoui
Bechki, Lazhar
Lanez, Touhami
Affiliation: University of El Oued
University of Ouargla
Bibliographic description (Ukraine): Lanez E. Ferrocenylmethylnucleobases: Synthesis, DFT Calculations, Electrochemical and Spectroscopic Characterization / Elhafnaoui Lanez, Lazhar Bechki, Touhami Lanez // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 14. — No 2. — P. 146–153.
Bibliographic description (International): Lanez E. Ferrocenylmethylnucleobases: Synthesis, DFT Calculations, Electrochemical and Spectroscopic Characterization / Elhafnaoui Lanez, Lazhar Bechki, Touhami Lanez // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 14. — No 2. — P. 146–153.
Is part of: Chemistry & Chemical Technology, 2 (14), 2020
Issue: 2
Volume: 14
Issue Date: 24-Jan-2020
Publisher: Видавництво Львівської політехніки
Lviv Politechnic Publishing House
Place of the edition/event: Львів
Lviv
DOI: doi.org/10.23939/chcht14.02.146
Keywords: нуклеїнові основи
фероцен
циклічна вольтамперометрія
УФ-спектроскопія
ДПФ
nucleobases
ferrocene
cyclic voltammetry
Uv-Vis spectroscopy
DFT
Number of pages: 8
Page range: 146-153
Start page: 146
End page: 153
Abstract: Синтезовані три ферроценілметилнуклеїнові основи (FcMeNb). За допомогою методів циклічної вольтамперометрії, абсорбційної електронної спектроскопії, Фур‘є-спектроскопії та ЯМР-спектроскопії охарактеризовано синтезовані сполуки. Енергію прикордонних молекулярних орбіталей визначено за методом DFT/B3LYP у поєднанні з базовим набором 6-311++G(d, p) в ацетонітрилі. Встановлено, що нижчі стандартні константи швидкостей сполук FcMeNb порівняно з ферроценом вказують на більш повільну кінетику переносу електронів.
Three ferrocenylmethylnucleobases (FcMeNb) were synthesized and characterized by cyclic voltammetry, electronic absorption, FT-IR and NMR spectroscopy. The energy of frontier molecular orbitals was determined using DFT/B3LYP method combined with 6-311++G(d,p) basis set in acetonitrile. The lower standard rate constant values of the FcMeNb compounds as compared to ferrocene indicated slower electron transfer kinetics.
URI: http://ena.lp.edu.ua:8080/handle/ntb/55794
Copyright owner: © Національний університет “Львівська політехніка”, 2020
© Lanez E., Bechki L., Lanez T., 2020
URL for reference material: https://doi.org/10.1039/P19890002075
https://doi.org/10.1039/P19900002437
https://doi.org/10.1002/aoc.3664
https://doi.org/10.2174/1389557516666161031141620
https://doi.org/10.1016/S0022-328X(00)90515-1
https://doi.org/10.1039/DT9960004115
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https://doi.org/10.1021/ac60230a016
https://doi.org/10.1021/ja00905a001
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[2] Lanez T., Pauson P., J. Chem. Soc., Perkin Trans., 1990, 1, 2437. https://doi.org/10.1039/P19900002437
[3] Larik A., Saeed A., Fattah T. et al., Appl. Organomet. Chem., 2017, 31, 1. https://doi.org/10.1002/aoc.3664
[4] Santos M., Bastos P., Catela I. et al., Mini-Rev. Med. Chem., 2017, 17, 771. https://doi.org/10.2174/1389557516666161031141620
[5] Chen S., J. Organomet. Chem., 1980, 202, 183. https://doi.org/10.1016/S0022-328X(00)90515-1
[6] Price C., Aslanoglu M., Isaac J. et al., J. Chem. Soc., Dalton Trans., 1996, 21, 4115. https://doi.org/10.1039/DT9960004115
[7] Houlton A.; Isaac C.; Gibson A. et al., J. Chem. Soc., Dalton Trans., 1999, 18, 3229. https://doi.org/10.1039/A905168F
[8] Kowalski K., Szczupak Ł., Saloman S. et al., ChemPlusChem., 2016, 82, 303. https://doi.org/10.1002/cplu.201600462
[9] Kowalski K., Coordin. Chem. Rev., 2016, 317, 132. https://doi.org/10.1016/j.ccr.2016.02.008
[10] Hocek M., Eur. J. Org. Chem., 2003, 2, 245. https://doi.org/10.1002/ejoc.200390025
[11] Gundersen L., Nissen-Meyer J., Spilsberg D., J. Med. Chem., 2002, 45, 1383. https://doi.org/10.1021/jm0110284
[12] Cocuzza A., Chidester D., Culp S. et al., Bioorg. Med. Chem. Lett., 1999, 9, 1063. https://doi.org/10.1016/S0960-894X(99)00133-X
[13] Chiosis G., Lucas B., Shtil A. et al., Bioorg. Med. Chem., 2002, 10, 3555. https://doi.org/10.1016/S0968-0896(02)00253-5
[14] De Clercq E., Holy A., Rosenberg I. et al., Nature, 1986, 323, 464. https://doi.org/10.1038/323464a0
[15] Wagstaff A., Faulds D., Goa K., Drugs, 1994, 47, 153. https://doi.org/10.2165/00003495-199447010-00009
[16] Zhao L., Zhang L., Liu J. et al., Eur. J. Med. Chem., 2012, 47, 255. https://doi.org/10.1016/j.ejmech.2011.10.050
[17] Cho Y., Lee J., Song S., Bioconjug. Chem., 2005, 16, 1529. https://doi.org/10.1021/bc049697u
[18] Meunier P., Quattara B., Gautheron J. et al., Eur. J. Med. Chem., 1991, 26, 351. https://doi.org/10.1016/0223-5234(91)90070-4
[19] Lanez E., Bechki L., Lanez T., Chem. Chem. Technol., 2019, 13, 11. https://doi.org/10.23939/chcht13.01.011
[20] Neuse E., J. Inorg. Organomet. Polym. Mater., 2005, 15, 3. https://doi.org/ 10.1007/s10904-004-2371-9
[21] Simenela A., Morozova E., Snegura L. et al., Appl. Organomet. Chem., 2008, 23, 219. https://doi.org/10.1002/aoc.1500
[22] Sun R., Wang L., Yu H. et al., Organometallics, 2014, 33, 4560. https://doi.org/10.1021/om5000453
[23] Osgerby J., Pauson P., J. Chem. Soc., 1958, 642, 656. https://doi.org/10.1039/JR9580000656
[24] Brett C., Brett A., Electrochemistry: Principles, Methods and Applications. Oxford Science University Publ., Oxford 1993.
[25] Nicholson R., Shain I., Anal. Chem., 1964, 36, 706. https://doi.org/10.1021/ac60210a007
[26] Nicholson R., Shain I., Anal. Chem., 1965, 37, 1351. https://doi.org/10.1021/ac60230a016
[27] Frisch M., Trucks G., Schlegel H. et al., Gaussian 09. Gaussian Inc., Wallingford CT, 2009.
[28] Pearson R., J. Am. Chem. Soc., 1963, 85, 3533. https://doi.org/10.1021/ja00905a001
Content type: Article
Appears in Collections:Chemistry & Chemical Technology. – 2020. – Vol. 14, No. 2



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