Novel di-substituted hexaaza-macrocyclic ligands bearing hydrazine and/or indole arms: synthesis, sensor properties and catalytic activity

• Published in: Inorganica Chimica Acta 2017-02, Vol.456, p.34-43
• Main Authors: Lamelas, Rodrigo, Fernández-Lodeiro, Adrián, Bastida, Rufina, Labisbal, Elena, Macías, Alejandro, Núñez, Cristina, Lodeiro, Carlos, Yáñez, Matilde
• Format: Article
• Language: English
• Subjects: Acetonitrile; Alkylation; Amines; Catalase; Catalysis; Catalytic activity; Chemical synthesis; Cobalt; Colorimetric; Copper; Diffraction; Emission analysis; Ethyl acetate; Hydrazine; Hydrazines; Hydrogen peroxide; Indole; Ligands; Macrocycle; Metal ion probes; Sensors; Studies; X-ray diffraction
• ISSN: 0020-1693; 1873-3255
• DOI: 10.1016/j.ica.2016.10.047

[Display omitted] •Sythesis and characterization of substituted macrocyclic ligands L1, L2 and L3.•The interaction with some metal ions was explored in solution and solid state.•The binding of L2 with Ag+ and L3 with Cu2+ induces changes in the fluorescence.•Dinuclear-nickel(II) complex derived from L2 showed the best catalytic activity. Novel trans-disubstituted hexaaza-macrocyclic ligands L1, L2 and L3 were successfully prepared by the alkylation of the trans secondary amines presented in L with ethyl acetate, acetohydrazide and indole groups, respectively. The coordination properties of compounds L2 and L3 towards different transition, post-transition and lanthanide metal ions were explored. Their responses towards some of these cations were also evaluated in solution by UV–vis absorption and emission spectroscopy. Crystals of [NaL1]Br·2H2O suitable for X-ray diffraction were obtained by slow evaporation of an acetonitrile solution of compound L1, showing an anti conformation between the methyl groups and the pendants arms in trans. The catalytic activity of L2 and their nitrate complexes (Co2+, Ni2+, Cu2+, Zn2+) towards the decomposition of hydrogen peroxide (catalase activity) was also studied.