A new family of biomimetic photoactivated molecular switches based in the retinal chromophore is described. Expedient synthesis allows a library of compounds with a different substitution pattern, including chiral substituents, to be obtained. The effect of substitution, solvent, and light source on the photoisomerization step has been assessed. The absorption maximum has been red-shifted ca. 50 nm with respect to related systems and rotation is now easily achieved by using visible light.
Rivado-Casas, Laura; Sampedro, Diego; Campos, Pedro J.; Fusi, Stefania; Zanirato, Vinicio; and Olivucci, Massimo, "Fluorenylidene-pyrroline Biomimetic Light-driven Molecular Switches" (2009). Chemistry Faculty Publications. 151.
Journal Of Organic Chemistry