Two B21C7-based [1]rotaxanes were synthesized in high yields by means of copper(II)-mediated Eglinton coupling and a subsequent Pd/C-catalyzed reduction under H2. X-ray single-crystal analysis shows that [1]rotaxane takes on a self-entangled conformation, wherein the macrocycle is threaded by its own tail. Moreover, it was found that [1]rotaxane with a flexible skeleton had more rotational motions than that of one with a rigid skeleton.