The one-step metal promoted reaction between 5-(4-alkoxyphenylazo) salicylaldehyde (alkoxy=decyloxy, dodecyloxy, tetradecyloxy) and 2-propanolamine in the presence of Cu (CH3COO)4H2O yields new azo-containing salicylaldimine based copper(II) bis(chelates) as a result of the [1+1] Schiff base condensation. The mesogenic properties of these complexes were studied by differential scanning calorimetry (DSC) and polarizing microscope equipped with a heating and cooling stage. Copper complexes containing dodecyloxy and tetradecyloxy chain gave liquid crystalline character, while decyloxy containing copper complex was non-mesomorphic.