Topologically nontrivial π-conjugated molecules represent an emerging frontier in organic chemistry and materials science. Unlike traditional planar or nearly planar π-systems, these molecules feature unique topologies that impart properties such as chirality and aromaticity. Notable examples include π-conjugated macrocycles and carbon nanobelts with Möbius twists, which exhibit topological chirality and Möbius aromaticity. Another intriguing class is mechanically interlocked molecules (MIMs), such as catenanes and molecular knots, where π-conjugated rings are entangled via mechanical bonds.