Syntheses, Crystal Structure and Photoluminescence Properties of Piperidinium Tetrakis (1,3-Diphenyl-1,3-Propanedionato) Europate(III) Complex and Its Two Different Crystals
Treatment of 1,3-diphenyl-1,3-propanedione 1a with europium (III) chloride in the presence of piperidine results in the halide ligands exchange giving newly piperidinium tetrakis(1,3-diphenyl-1,3-propanedionato)europate(III) complex 2a. The complex was characterized by 1H-NMR, positive FAB-mass, and Elemental Analysis. The exact molecular structure of 2a was determined by single crystal X-ray diffraction with the monoclinic space group Cc (centrosymmetric, No.13). The large cavity sizes of the complex 2a facilitated the inclusion of water and benzene solvate molecules. The other two different crystals 2b, 2c having two water molecules and one benzene moleculewere obtained by the crystallization in different solvents and the exact molecular structures were determined by single crystal X-ray diffraction analysis with space groups P21/n (centrosymmetric, No.14), and P21/n (centrosymmetric, No.14), respectively. The eight coordinate structures of the complexes in the three crystals were slightly different due to the crystal packing and the existence of the solvent
References
[1]
Pietraszkiewicz, O., Mal, S., Pietraszkiewicz, M., Maciejczyk, M., Czerski, I., Borowiak, T., Dutkiewicz, G., Drobchak, O., Penninck, L., Beeckman, J. and Neyts, K. (2012) Highly Photoluminescent Eu (III) Complexes of the New 1-Triphenylen-2-yl-3- Trifluoroacetylacetone. Journal of Photochemistry and Photobiology A, 250, 85-91.
https://doi.org/10.1016/j.jphotochem.2012.10.003
[2]
De Sá, G.F., Malta, O.L., De Mello Donegá, C., Simas, A.M., Longo, R.L., Santa-Cruz, P.A. and Da Silva, E.F. (2000) Spectroscopic Properties and Design of Highly Luminescent Lanthanide Coordination Complexes. Coordination Chemistry Reviews, 196, 165-195. https://doi.org/10.1016/S0010-8545(99)00054-5
[3]
Zhang, Y., Shi, H., Ke, Y. and Cao, Y. (2007) Synthesis and Characterization of Highly Fluorescent Europium Functionalized β-Diketonate Complexes. Journal of Luminescence, 124, 51-57. https://doi.org/10.1016/j.jlumin.2006.01.361
[4]
Hasegawa, Y., Wada, Y. and Yanagida, S. (2004) Strategies for the Design of Luminescent Lanthanide (III) Complexes and Their Photonic Applications. Journal of Photochemistry and Photobiology C, 5, 183-202.
https://doi.org/10.1016/j.jphotochemrev.2004.10.003
[5]
Parker, D., Senanayake, P.K. and Gareth Williams, J.A. (1998) Luminescent Sensors for pH, pO2, Halide Hydroxide Ions Using Phenanthridine as a Photosensitiser in Macrocyclic Europium and Terbium Complexes. Journal of the Chemical Society, Perkin Transactions 2, 10, 2129-2139. https://doi.org/10.1039/a801270i
[6]
Robinson, M.R., O’Reganc, M.B. and Bazan, G.C. (2000) Synthesis, Morphology and Optoelec Tronic Properties of Tris [(N-Ethylcarbazolyl)(3A, 5A Hexyloxybenzoyl) me Thane](Phenanthroline) Europium. Chemical Communications, 1645-1646.
https://doi.org/10.1039/b004739m
[7]
Aromi, G., Gamez, P. and Reedijk, J. (2008) Poly Beta-Diketones: Prime Ligands to Generate su Pramolecular Metalloclusters. Coordination Chemistry Reviews, 252, 964-989.
[8]
Manju, B., Satish, K., Taxak, V.B., Priti, B. and Khatkar, S.P. (2015) Synthesis, Photolumines Cent Features and Intramolecular Energy Transfer Mechanism of Europium (III) Complexes with Fluorinate b-Diketone Ligand and Auxiliary Ligands. Journal of Fluorine Chemistry, 178, 6-13.
[9]
Wang, D., Liu, H., Fan, L., Yin, G., Hu, Y. and Zheng, J. (2015) Synthesis and Photolumines Cent Behavior of Eu(III) Complexes with 4,4,4-trifluoro-1-(6-methoxy naphthalen-2-yl)-butane-1,3-dione. Synthetic Metals, 209, 267-272.
[10]
Kalinovskaya, I.V. and Mirochnik, A.G. (2015) Luminescent Properties of Compounds of Europium(III) with Quinaldic Acid and β-Diketones. Optics and Spectroscopy, 119, 992-995. https://doi.org/10.1134/S0030400X15110119
https://link.springer.com/article/10.1134/S0030400X15110119
[11]
Malba, C.M., Enrichi, F., Facchin, M., Demitri, N., Plaisier, J.R., Natile, M.M., Selva, M., Ri ello, P., Perosa, A. and Benedetti, A. (2015) Phosphonium-Based Tetrakis Dibenzoylmethane Eu(III) and Sm(III) Complexes: Synthesis, Crystal Structure and Photoluminescence Properties in a Weakly Coordinating Phosphonium Ionic Liquid. RSC Advances, 5, 60898-60907. https://doi.org/10.1039/C5RA03947A
[12]
Martins, J.P., Martín-Ramos, P., Coya, C., Silva, M.R., Eusebio, M.E.S., deAndrés, A., álva rez, A.D. and Martín-Gil, J. (2015) Highly Luminescent Pure-Red-Emitting Fluorinated β-Diketonate Europium(III) Complex for Full Solution-Processed OLEDs. Journal of Luminescence, 159, 17-25.
[13]
Moriguchi, T., Hirosaki, S., Venkataprasad, J., Tsuge, A. and Yoza, K. (2017) The Syntheses, Crystal Structure and Luminescence Properties of Cone-Like Octadentate Europium (III) Complexes with Four Short Alkoxy Substituents. Crystals, 7, 85-93.
https://doi.org/10.3390/cryst7030085
[14]
Bruker AXS Inc. (2009) APEX2 Version 2009.9. Tokyo.
[15]
Bruker AXS Inc. (2009) SAINT Version 7.68A. Tokyo.
[16]
Sheldrick, G.M.A. (2008) Short History of SHELX. Acta Cryst A, 64, 112-122.
https://doi.org/10.1107/S0108767307043930
[17]
Melby, L.R., Rose, N.J., Abramson, E. and Caris, J.C. (1964) Synthesis and Fluorescence of Some Trivalent Lanthanide Complexes. Journal of the American Chemical Society, 86, 5117-5125. https://doi.org/10.1021/ja01077a015
[18]
Richardson, F.S. (1982) Terbium(III) and Europium(III) Ions as Luminescent Probes and Stains for Biomolecular Systems. Chemical Reviews, 82, 541-552.
https://doi.org/10.1021/cr00051a004
[19]
Zhang, L., Li, B., Zhang, L., Chen, P. and Liu, S. (2009) Synthesis, Characterization, and Lu Minescent Properties of Europium Complexes with Fluorine Functionalized Phenanthroline. Journal of The Electrochemical Society, 156, H202-H207.
https://doi.org/10.1149/1.3060228
