Topics covered include: Supramolecular, covalent, and statistical approaches to the formation of entanglements that underpin mechanical bonds in molecules and macromolecules. Kinetically and thermodynamically controlled strategies for synthesizing mechanomolecules. Chemical topology, molecular architectures, polymers, crystals, and materials with mechanical bonds. The stereochemistry of the mechanical bond (mechanostereochemistry), including the novel types of dynamic and static isomerism and chirality that emerge in mechanomolecules. Artificial molecular switches and machines based on the large-amplitude translational and rotational motions expressed by suitably designed catenanes and rotaxanes.