Template condensation reactions of 5-methylsalicylaldehyde with 4, 5-dimethyl-1, 2-phenylenediamine in the presence of copper(II) and selected lanthanide(III) ions. (15th July 2021)

• Record Type: Journal Article
• Authors: Kaczmarek, Małgorzata T.; Strzelec, Joanna; Kubicki, Maciej; Kováč, Jozef; Jastrząb, Renata
• Is Part Of: Polyhedron. Volume 203(2021)
• Publication Date: 2021-07-15
• Subjects: Schiff base -- Complex -- Template synthesis -- Tetra-decker -- Salicylaldimine; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2021.115236
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: The one-step condensation reactions of 5-methylsalicylaldehyde with 4, 5-dimethyl-1, 2-phenylenediamine in the presence of Cu(II), Eu(III), Gd(III), Yb(III) ions led to obtain [Eu3 L 1 4 (H2 O)2 ](CF3 SO3 ) and [CuL 1 ] complexes with H2 L 1 ligand. Moreover, in these synthesises were obtained L 2 and L 3 ligands, and their triflate and nitrate salts, respectively. Abstract: This article presents the template condensation reactions of 5-methylsalicylaldehyde with 4, 5-dimethyl-1, 2-phenylenediamine in the presence of copper(II) ion and selected lanthanide(III) ions: Eu(III), Gd(III), and Yb(III). These reactions yielded complexes with a new salen-type Schiff base, namely N, Nʹ -bis(5-methylsalicylidene)-4, 5-dimethyl-1, 2-phenylenediamine (H2 L 1 ). The complexes of different compositions, [Eu3 L 1 4 (H2 O)2 ](CF3 SO3 ) and [CuL 1 ], were characterized by spectroscopic methods and elemental analysis. The reaction of 5-methylsalicylaldehyde with 4, 5-dimethyl-1, 2-phenylenediamine in the presence of Yb(NO3 )3, Eu(CH3 COO)3, and Yb(CF3 SO3 )3 also produced another ligand, L 2 (2-(5, 6-dimethyl-1 H -benzimidazol-2-yl)-4-methylphenol and its triflate salt. The next template condensation reaction of the same organic reactants in the presence of Eu(NO3 )3 and Gd(NO3 )3 yielded a new ligand, L 3 (2-[1-(2-hydroxy-5-methylbenzyl)-5, 6-dimethyl-1 H -benzimidazol-2-yl]-4-methylphenol and its nitrate salt. For the complexes [Eu3 L 1 4 (H2 O)2 ](CF3 SO3 ) and [CuL 1 ], the magnetic susceptibility χ ( T ) was measured under a magnetic field of µ 0 H = 0.5 T in the temperature range of 2–300 K.