We synthesized a homochiral [2]rotaxane from a BINOL-derived macrocyclic phenanthroline. The catalytic activity of the BINOL-derived macrocyclic phenanthroline-Cu complex was utilized to promote the Glaser coupling reaction of a terminal alkyne, and a [2]rotaxane was isolated as a homochiral compound in 78% yield. The optical properties of the [2]rotaxane was examined by circular dichroism (CD) spectroscopy.