European Journal of Organic Chemistry, 2025 , 28, e202500250 Photoswitchable amphiphiles are promising candidates for investigating light-responsive mechanical behavior in soft and biological systems, with potential applications in dynamic materials and adaptive interfaces. Azobenzene is the most studied photoactuator, but research typically focuses on its standard backbone, limiting control over its photophysical and kinetic properties. Modifying its conjugated core offers n