Quinoline and Coumarin-Tethered N-Alkylated Phenanthroimidazole Hybrides and Divalent Copper Complexes

Quinoline and coumarin-tethered phenanthroimidazole hybrides 2 and 3 which have imidazole ring N-alkylated by ‘alkyl halide method’ and their divalent copper complexes were originally synthesized and reported here. N-alkylation process were performed by using quinoline and coumarin halides in promising yields. N-alkylated phenanthroimidazole rings have special structural and bonding properties with electron-rich characteristics due to the two nitrogen atoms in imidazole core, additional hetero atoms in structure, π-electron delocalization in their aromatic nature. Their photophysical characteristics were investigated by Uv-vis and Fluorescence Spectroscopy. At their excitation wavelenght of 260 nm, phenanthroimidazole hybrides exhibited maximum fluorescence at 400 nm for 1, 398 nm for 2, 405 nm for 3 and their divalent copper complexes exhibited quenchings in fluorescence intensity and bathochromic shifting to 394 for 2-Cu and 380 nm for 3-Cu. The binding stoichiometries with divalent copper ion were determined by Job’s plotting as 1:1 ratio between hybrides 2 and 3 (seperately) and copper ion. Magnetic natures of the copper complexes were also determined by magnetic susceptibility measurements in solid-state.