A novel family of boron difluoride complexes based on [2.2]paracyclophane have been designed and facilely synthesized. These chiral complexes have been demonstrated to have excellent chiroptical properties, with strong Cotton effects and CPL signals and a g_lum of up to 1.0 × 10⁻². Moreover, TD-DFT calculations and cyclic voltammetry were conducted to further understand the photophysical properties.