Abstract
Two new Ag(I) complexes with 1,1,1,5,5,6,6,6-octafluorohexane-2,4-dionate ion (Ofhac) and π‑donor neutral ligands, vinyltriethylsilane (VTES) or cycloocta-1,5-diene (COD), were synthesized with the goal to expand the library of silver precursors for chemical vapor deposition. The products were characterized by elemental analysis and IR and NMR spectroscopy. The complex [Ag(VTES)(Ofhac)] (I) was liquid under standard conditions; the temperature of its crystallization was below –20°C. Treatment of I with benzene gave rise to crystals of [Ag4(C6H6)2(Ofhac)4]∞ (II), which was confirmed by NMR and X-ray diffraction (CCDC no. 2232810). The structure of [Ag(COD)(Ofhac)]2 (III) was established by X-ray diffraction (CCDC no. 2232809). The binuclear molecules are formed due to the μ2-κ1(O):κ1(O') function of the Ofhac ligands (Ag–O, 2.458(2)–2.461(2) Å), while COD is κ2-η2:η2-coordinated (Ag–C, 2.420(17)–2.684(11) Å). The thermal properties of I and III in comparison with analogues containing 1,1,1,5,5,5-hexafluoropentane-2,4-dionate ion (Hfac) were studied by thermogravimetry.
Similar content being viewed by others
REFERENCES
Leskelä, M., Ritala, M., and Nilsen, O., MRS Bull., 2011, vol. 36, no. 11, p. 877. https://doi.org/10.1557/mrs.2011.240
Piszczek, P. and Radtke, A., in Noble and Precious Metals—Properties, Nanoscale Effects and Applications, Seehra, M.S. and Bristow, A.D., Eds., London: IntechOpen, 2018, p. 187. https://doi.org/10.5772/intechopen.71571
Hagen, D.J., Pemble, M.E., and Karppinen, M., Appl. Phys. Rev., 2019, vol. 6, no. 4, p. 041309. https://doi.org/10.1063/1.5087759
Wack, S., Lunca Popa, P., Adjeroud, N., et al., ACS Appl. Mater. Interfaces, 2020, vol. 12, no. 32, p. 36329. https://doi.org/10.1021/acsami.0c08606
Mandia, D.J., Zhou, W., Albert, J., et al., Chem. Vapor Depos., 2015, vol. 21, nos. 1–3, p. 4. https://doi.org/10.1002/cvde.201400059
Radtke, A., Grodzicka, M., Ehlert, M., et al., J. Clin. Med., 2019, vol. 8, no. 3, p. 334. https://doi.org/10.3390/jcm8030334
Basova, T.V., Vikulova, E.S., Dorovskikh, S.I., et al., Mater. Des., 2021, vol. 204, p. 109672. https://doi.org/10.1016/j.matdes.2021.109672
Liu, X., Gan, K., Liu, H., et al., Dental Mater., 2017, vol. 33, no. 9, p. e348. https://doi.org/10.1016/j.dental.2017.06.014
Geng, H., Poologasundarampillai, G., Todd, N., et al., ACS Appl. Mater. Interfaces, 2017, vol. 9, no. 25, p. 21169. https://doi.org/10.1021/acsami.7b05150
Radtke, A., Jedrzejewski, T., Kozak, W., et al., Nanomaterials, 2017, vol. 7, no. 7, p. 193. https://doi.org/10.3390/nano7070193
Nazarov, D., Ezhov, I., Yudintceva, N., et al., J. Funct. Biomater., 2022, vol. 13, no. 2, p. 62. https://doi.org/10.3390/jfb13020062
Zanotto, L., Benetollo, F., Natali, M., et al., Chem. Vapor Depos., 2004, vol. 10, no. 4, p. 207. https://doi.org/10.1002/cvde.200306290
Mishra, S. and Daniele, S., Chem. Rev., 2015, vol. 115, no. 16, p. 8379. https://doi.org/10.1021/cr400637c
Liu, H., Battiato, S., Pellegrino, A.L., et al., Dalton Trans., 2017, vol. 46, no. 33, p. 10986. https://doi.org/10.1039/C7DT01647F
Grodzicki, A., Łakomska, I., Piszczek, P., et al., Coord. Chem. Rev., 2005, vol. 249, nos. 21–22, p. 2232. https://doi.org/10.1016/j.ccr.2005.05.026
Szłyk, E., Szczęsny, R., and Wojtczak, A., Dalton Trans., 2010, vol. 39, no. 7, p. 1039. https://doi.org/10.1039/B911741E
Madajska, K., Dobrzańska, L., Muzioł, T., et al., Polyhedron, 2022, vol. 227, p. 116149. https://doi.org/10.1016/j.poly.2022.116149
Sato, H. and Sugawara, S., Inorg. Chem., 1993, vol. 32, no. 10, p. 1941. https://doi.org/10.1021/ic00062a011
Chi, K.M., Chen, K.H., Peng, S.M., et al., Organometallics, 1996, vol. 15, no. 10, p. 2575. https://doi.org/10.1021/om960013e
Bailey, A., Corbitt, T.S., Hampden-Smith, M.J., et al., Polyhedron, 1993, vol. 12, no. 14, p. 1785. https://doi.org/10.1016/S0277-5387(00)84613-6
Partenheimer, W. and Johnson, E.H., Inorg. Chem., 1972, vol. 11, no. 11, p. 2840. https://doi.org/10.1021/ic50117a052
Karyakin, Yu.V. and Angelov, I.I. Chistye khimicheskie veshchestva (Pure Chemicals), Moscow: Khimiya, 1974.
Kochelakov, D.V., Vikulova, E.S., Kurat’eva, N.V., et al., J. Struct. Chem., 2023, vol. 64, no. 1, p. 82.
Fadeeva, V.P., Tikhova, V.D., Deryabina, Y.M., et al., J. Struct. Chem., 2014, vol. 55, no. 5, p. 972. https://doi.org/10.1134/S0022476614050278
Tikhova, V.D., Fadeeva, V.P., Nikulicheva, O.N., et al., Chem. Sustain. Dev. 2022, vol. 30, p. 640. https://doi.org/10.15372/CSD2022427
Gordon, A.J., and Ford, R.A., The Chemist’s Companion. A Handbook of Practical Data, Techniques, and References, New York: Wiley, 1972.
Vikulova, E.S., Sukhikh, T.S., Gulyaev, S.A., et al., Molecules, 2022, vol. 27, no. 3, p. 677. https://doi.org/10.3390/molecules27030677
Fulmer, G.R., Miller, A.J.M., Sherden, N.H., et al., Organometallics, 2010, vol. 29, p. 2176. https://doi.org/10.1021/om100106e
Sheldrick, G.M., Acta Crystallogr., Sect. A: Cryst. Adv., 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053273314026370
Sheldrick, G., Acta Crystallogr., Sect. C: Struct. Chem., 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053229614024218
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., et al., J. Appl. Crystallogr., 2009, vol. 42, p. 339. https://doi.org/10.1107/S0021889808042726
Evans, W.J., Giarikos, D.G., Josell, D., et al., Inorg. Chem., 2003, vol. 42, no. 25, p. 8255. https://doi.org/10.1021/ic034649r
Schmidbaur, H. and Schier, A., Angew. Chem., 2015, vol. 54, no. 3, p. 746. https://doi.org/10.1002/anie.201405936
Doppelt, P., Baum, T.H., and Ricard, L., Inorg. Chem., 1996, vol. 35, no. 5, p. 1286. https://doi.org/10.1021/ic9410102
Black, K., Singh, J., Mehta, D., et al., Sci. Rep., 2016, vol. 6, no. 1, p. 1. https://doi.org/10.1038/srep20814
Jurczyk, J., Glessi, C., Madajska, K., et al., J. Therm. Anal. Calorim., 2022, vol. 147, no. 3, p. 2187. https://doi.org/10.1007/s10973-021-10616-6
ACKNOWLEDGMENTS
The authors wish to thank M.A. Kurykin (Nesmeyanov Instituted of Organoelement Compounds, Russian Academy of Sciences) for the synthesis of fluorinated β-diketones and S.A. Gulyaev (Novosibirsk State University; Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences) for participation in the primary synthesis of [Ag(COD)(Ofhac)]2. We are grateful to the Chemical Research Center for Collective Use, Siberian Branch, Russian Academy of Sciences (Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences) for conduction of the elemental analysis and to the Center for Collective Use of the Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, for the possibility to collect X-ray diffraction data. The authors thank the Ministry of Science and Higher Education of the Russian Federation (Project nos. 121031700313-8 and 121031700314-5).
Funding
This study was supported by a grant of President of the Russian Federation for the state support of young Russian scientists, Candidates of Sciences (MK-6148.2021.1.3).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The author of this work declares that they has no conflicts of interest.
Additional information
Translated by Z. Svitanko
Rights and permissions
About this article
Cite this article
Vikulova, E.S., Il’in, I.Y., Sukhikh, T.S. et al. Complexes of Silver 1,1,1,5,5,6,6,6-Octafluorohexane-2,4-dionate with π-Donor Ligands: Synthesis, Structure, and Thermal Properties. Russ J Coord Chem 49, 743–752 (2023). https://doi.org/10.1134/S1070328423600407
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070328423600407