Inorganica Chimica Acta p. 249 - 261 (2019)
Update date:2022-08-03
Topics:
Cretu, Carmen
Cseh, Liliana
Tudose, Ramona
Bora, Alina
Matsia, Sevasti
Hatzidimitriou, Antonios
Costisor, Otilia
Salifoglou, Athanasios
A series of homologous Schiff bases N,N′-bis[(4-decyloxy-salicylideneamino)-n-propyl]-piperazine](ZOPPH2), and N,N′-bis[(4-dodecyloxy-benzylideneamino)-n-propyl]-piperazine (DBPP)(1), based on 1,4-bis(3-amino-propyl)-piperazine (APPZ), were designed and synthesized, with APPZ serving as the piperazine core, bilaterally flanked by extended alkyl chain-containing antennae. Driven by the pursuit of metallomesogenic materials bearing liquid crystalline state properties, chemical reactivity toward divalent metals Co(II)and Cu(II), in alcoholic or tetrahydrofuran/dimethylsulfoxide media, led to compounds [{Co(ZOPP)}(ClO4)]2.(CH3OH).2(CH3)2SO(2)and [Cu(APPZ)Cl]Cl(3). All materials were characterized by elemental analysis, spectroscopic techniques (UV–Visible, FT-IR, NMR where appropriate), molar conductivity, and X-ray crystallography. Physicochemical characterization emphasizes the a)importance of N,O-containing Schiff anchors in metal ion binding, b)significance of the phenolic moiety, on the flanks of the Schiff ligands, in promoting either metal ion complexation or dissociation of the Schiff base at the azomethine moiety junction, thereby altering metal ion chemical reactivity, and c)observed oxidation of Co(II)to Co(III)upon mononuclear complex formation. Hybrid DFT calculations on DBPP and ZOPPH2 suggest increased reactivity of the Schiff [sbnd]CH[dbnd]N[sbnd]moiety, in the absence of the phenolic moiety, and concurrent metal ion presence, thereby lending credence to the notion of metal-assisted rupture of the specific bond in DBPP and the emergence of specific metal-ligand product(s). Collectively, the data denote the significance of structural features of piperazine-core Schiff antennae ligands in a)promoting chemical reactivity toward transition metals, b)defining metal-ligand complexation and lattice architecture, and c)parameterizing such chemical reactivity into synthetic advances toward new materials with well-defined solid-state architecture, lattice and physicochemical properties.
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