Synthesis and structures of Yttrium(Iii) complexes containing 2-naphthoyltrifluoroacetone, benzoyltrifluoroacetone and N,N-dimethyl-N' -(9-methylanthracenyl)ethylenediamine ligand

The synthesis and structures of yttrium(III) complexes containing 2- naphthoyltrifluoroacetone (HTFNB); benzoyltrifluoroacetone (HTFPB) and N,N-dimethylN’-(9-methylanthracenyl)ethylenediamine (AnMe2) ligand are reported. The complexes have been characterized by IR, 1H NMR and single-crystal X-ray diffraction studies. The crystal structure of Y(TFNB)3AnMe2 (C3) and Y(TFPB)3AnMe2 (C4) were determined. X-ray crystallographic analysis demonstrates that in the mononuclear complex C3, C4, the Y3+ ion was coordinated by three TFNB/TFPB ligands and one ancillary ligand AnMe2.
Nội dung trích xuất từ tài liệu:
Synthesis and structures of Yttrium(Iii) complexes containing 2-naphthoyltrifluoroacetone, benzoyltrifluoroacetone and N,N-dimethyl-N’ -(9-methylanthracenyl)ethylenediamine ligandHNUE JOURNAL OF SCIENCENatural Sciences, 2020, Volume 65, Issue 4A, pp. 3-10This paper is available online at http://stdb.hnue.edu.vn SYNTHESIS AND STRUCTURES OF YTTRIUM(III) COMPLEXES CONTAINING 2-NAPHTHOYLTRIFLUOROACETONE, BENZOYLTRIFLUOROACETONEAND N,N-DIMETHYL-N’-(9-METHYLANTHRACENYL)ETHYLENEDIAMINE LIGAND Dinh Thi Hien1* and Phan Thi Thu Ha2 1 The Faculty of Chemistry, Hanoi National University of Education 2 The Faculty of Natural Science, Tay Nguyen University Abstract. The synthesis and structures of yttrium(III) complexes containing 2- naphthoyltrifluoroacetone (HTFNB); benzoyltrifluoroacetone (HTFPB) and N,N-dimethyl- N’-(9-methylanthracenyl)ethylenediamine (AnMe2) ligand are reported. The complexes 1 have been characterized by IR, H NMR and single-crystal X-ray diffraction studies. The crystal structure of Y(TFNB) 3AnMe2 (C3) and Y(TFPB)3AnMe2 (C4) were determined. X-ray crystallographic analysis demonstrates that in the mononuclear complex C3, C4, the Y3+ ion was coordinated by three TFNB/TFPB ligands and one ancillary ligand AnMe2. Keywords: lanthanide complexes; β-Diketonate; X-ray structure.1. Introduction β-Diketonates are a family of the most widely investigated ligands in lanthanidecomplexes. They usually occur as keto-enol tautomerisms, in solutions and in solids, asevidenced by solution 1H NMR spectroscopy and single-crystal X-ray diffraction analyses. Theβ-diketonates have been recognized as efficient sensitizers, so called “antennae’’, to achievinghigh harvest lanthanide emissions, owing to the effectiveness of the energy transfer fromthe β-diketonate to the Ln3+ cation. Thus this family of complexes have developed rapidly, andattracted long-lasting interest because of their promising prospects in widespread applications,ranging from materials science to biomedical analysis [1-6]. The structural characterizationplays an important role in the development of the chemistry of β-diketonate lanthanidecomplexes. For the purpose of probing the formation and structure of the rare earth complexeswith β-diketonate ligands and auxiliary ligand containing anthracene substituent. In thefollowing discussions, the main attention will be focused on the synthesis and structures ofyttrium(III) complexes containing 2-naphthoyltrifluoroacetone (HTFNB); benzoyltrifluoroacetone(HTFPB) and N,N-dimethyl-N’-(9-methylanthracenyl)ethylenediamine ligand (AnMe2).2. Content2.1. Experiments2.1.1. Synthesis of Y(TFNB)3(H2O)2 complex (C1)Received April 6, 2020. Revised April 27, 2020. Accepted May 7, 2020Contact Dinh Thi Hien, e-mail address: dth0104@gmail.com 3 Dinh Thi Hien and Phan Thi Thu Ha Y2O3 (0.0452 g, 0.2 mmol) was dissolved in HCl at 50 oC, then distilled water was addedand heated at 100oC (1). A solution of NaOH (0.048 g, 1.2 mmol) and HTFNB (0.3192 g, 1.2mmol) in MeOH (15 mL) was added drop-wise under stirring to a solution of 1 in MeOH (15mL). The mixture was stirred at room temperature until affording a white solid. The productwas washed by a large amount of CCl4 and air-dried. Yield: 75%.2.1.2. Synthesis of Y(TFPB)3(H2O)2 complex (C2) Y2O3 (0.0452 g, 0.2 mmol) was dissolved in HCl at 50 oC, then distilled water was addedand heated at 100oC (2). A solution of NaOH (0.048 g, 1.2 mmol) and HTFPB (0.2592 g, 1.2mmol) in MeOH (15 mL) was added drop-wise under stirring to a solution of 2 in MeOH(15mL). The mixture was stirred at room temperature until affording a white solid. The productwas washed by a large amount of CCl4 and air-dried. Yield: 95%.2.1.3. Synthesis of N,N-Dimethyl-N′-(9-methylanthracenyl)ethylenediamine (L) Asolution of anthracene-9-caboxaldehyde (0.206 g; 1 mmol) in EtOH (50 mL) was addedN,N-dimethylethylenediamine (0.12 mL; 1.1 mmol), then it was let to react for 36 hours atroom temperature with constant stirring. Solid NaBH4 (0.2 g) was added and the mixture washeated at 60oC to reflux for 4 hours to reduce the Schiff base formed. 2 After removal of thesolvent, the pale yellow solid remained and the solution was stirred with water (50 mL) for 60minutes and extracted with CH2Cl2 (20 mL). The organic layer was evaporated to drynesswhereupon L was obtained as a brown semisolid. Yield: 87%2.1.4. Synthesis of Y(TFNB)3AnMe2 complex (C3) A solution of AnMe2 (1mmol) in CHCl 3 (15mL) was added drop-wise under stirring to asolution of C1 in MeOH (15 mL). The mi ...