Synthesis and Characterization of New Macrocycles Containing Pendant Groups

Abstract The new ligands, 1,5,8,12‐tetraaza‐4‐(1′,1′‐dimethylethyl)‐2‐(1″,1″,2″,2″,3″,3″,3″‐heptafluoropropyl)‐9,11‐(dimethyl)‐cyclotetradeca‐1,4,8,11‐tetraene (L1) and 1,5,9,13‐tetraaza‐4‐(1′,1′‐dimethylethyl)‐2‐(1″,1″,2″,2″,3″,3″,3″‐heptafluoropropyl)‐10,12‐(dimethyl)‐cyclohexadeca‐1,4,9,12‐tetraene (L2), have been prepared by the reaction of 1,1,2,2,3,3,3‐heptafluoro‐7,7‐dimethyl‐4,6‐octanedione with ethylenediamine and acetyl acetone (L1) and 1,1,2,2,3,3,3‐heptafluoro‐7,7‐dimethyl‐4,6‐octanedione with 1,3‐diaminopropane and acetylacetone (L2), respectively. Their complexes with Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), and Zn(II) ions have also been synthesized and characterized by elemental analyses, magnetic susceptibility measurements, molar conductance measurements, IR, EPR, 1H NMR, and UV‐Visible spectra. The molar conductance values show that the complexes of Fe(III) and Cr(III) are 1:1 electrolytes, the Ni(II) and Cu(II) complexes are 1:2 electrolytes while those of Mn(II), Co(II), and Zn(II) appear to be non‐ionic. An octahedral structure has been proposed for all of these metal ions except for those of Cu(II) and Ni(II), which appear to be square‐planar. The β values indicate a considerable orbital overlap in the metal–ligand bond. All of the compounds have been tested against gram‐positive bacteria of Staphylococcus aureus and gram‐negative bacteria of Escherichia coli. The results show that these compounds inhibit the growth of bacteria.