Molecular motor-functionalized porphyrin macrocycles

Pieter J Gilissen (1) , Paul B White (1) , José Augusto Berrocal (2) , Nicolas Vanthuyne (3) , Floris P J T Rutjes (1) , Ben L Feringa (2) , Johannes a a W Elemans (1) , Roeland J M Nolte (1)

1 Institute for Molecules and Materials [Nijmegen]
2 Stratingh Institute for Chemistry
3 ISM2 - Institut des Sciences Moléculaires de Marseille

Molecular motors and switches change conformation under the influence of an external stimulus, e.g. light. They can be incorporated into functional systems, allowing the construction of adaptive materials and switchable catalysts. Here, we present two molecular motor-functionalized porphyrin macrocycles for future photo-switchable catalysis. They display helical, planar and point chirality, and are diastereomers, which differ in the relative orientation of the motor and macrocyclic components. Fluorescence, UV-vis, and 1H NMR experiments reveal that the motor-functionalized macrocycles can bind and thread different variants of viologen guests, including a one-side blocked polymeric one of 30 repeat units. The latter feature indicates that the motor systems can find the open end of a polymer chain, thread on it, and move along the chain to eventually bind at the viologen trap, opening possibilities for catalytic writing on single polymer chains via chemical routes.

Domaines: Chimie

Pieter J Gilissen, Paul B White, José Augusto Berrocal, Nicolas Vanthuyne, Floris P J T Rutjes, et al.. Molecular motor-functionalized porphyrin macrocycles. Nature Communications, 2020, 11 (5291), ⟨10.1038/s41467-020-19123-y⟩. ⟨hal-03006140⟩