4.7 Article

Mesomorphism and luminescence in coordination compounds and ionic salts based on pyridine-functionalized fl-diketones. Influence of the pyridine nitrogen position

Journal

JOURNAL OF MOLECULAR LIQUIDS
Volume 385, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.molliq.2023.122290

Keywords

Liquid crystals; Metallomesogens; Luminescence; Ionic salts; Diketones

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Two new families of compounds with mesomorphic and luminescent behaviors were obtained using pyridine-functionalized fl-diketones as building blocks. The coordination of the fl-diketones to metal centers allowed the synthesis of neutral coordination compounds and cationic species. Protonation of the pyridine moiety yielded a novel series of pyridinium ionic salts. The nature of the complexes, fl-diketone ligands, and metal center greatly influenced the mesomorphic behavior and luminescence properties.
Pyridine-functionalized fl-diketones with the pyridine nitrogen atom at 3 or 4 position (L3N and L4N, respectively) have been used as building blocks to obtain two new families of compounds with mesomorphic and luminescent behaviors. The N-pyridine coordination of the fl-diketones to zinc(II), palladium(II) and platinum(II) metal centers has allowed to synthesize neutral coordination compounds of the type [MCl2(LZN)2] (M = Zn(II), Pd(II), Pt(II); Z = 3, 4). Particularly, coordination of L4N towards Pt(II) gives rise to the cationic species [Pt (NH3)2(L4N)2]2+. Otherwise, protonation of the pyridine moiety was strategically used to obtain a novel series of pyridinium ionic salts of the type (HLZN)nA (n = 1, A = Cl; n = 2, A = MCl4, M = Zn(II), Pd(II), Pt(II); Z = 3, 4). The neutral or ionic nature of the complexes, as well as the fl-diketone ligands and the metal center in both the neutral and anionic complexes, has a great influence on the mesomorphic behavior. Thus, columnar or smectic mesophases can be selectively formed. Single-crystal and temperature-dependent powder X-ray diffraction studies have been performed to analyze the molecular packing in the crystal and the supramolecular ordering in the mesophase. All the aforementioned factors also play a key role on the luminescence properties, the Zn(II) coordination compounds and ionic salts being the best candidates as bifunctional materials.

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