Despite the fact that a large number of chemical sensors for Cu2+ have been proposed by different groups in recent past, most of them fall into very few classes of molecular framework with similar utilities and limitations. In order to broaden the scope and to overcome the limitation of present day chemical sensors, design, synthesis and testing of molecular systems based on novel fluoro/chromophore is a research goal of significant interest. In the present report, two novel furan-2-yl substituted imidazoazine based optic chemosensors (IA-1 and IA-2) for Cu2+ have been disclosed for the first time. Proposed sensors were found to have high association constants (104 M−1), acceptable detection limits (10−7 M), high selectivity and reversibility/reusability. Different aspects of this sensing phenomenon were studied using fluorescence spectroscopy and NMR based titrations. Designed probe have shown potential applications in the area of sample monitoring, photo-printing and membrane sensing.