2024/08/27 by Rafał A. Grzelczak, Tymoteusz Basak, Bartosz Trzaskowski +2 · 1 voice
Biochemistry, Genetics and Molecular Biology · Chemistry · Materials Science · #Chemical Synthesis and Analysis #Porphyrin and Phthalocyanine Chemistry #Supramolecular Chemistry and Complexes
paper · pdf · doi:10.1002/anie.202413579
openalex publication_date 2024/08/27 · openalex created_date 2024/08/28 · openalex updated_date 2026/06/30
The synthesis of [2]rotaxanes stoppered with one or two dipyrromethane groups has opened a route for the construction of mechanically interlocked molecules incorporating various porphyrinoid stations. The exploitation of those precursors allowed the creation of [3]rotaxanes and [2]catenanes based on the calix[4]phyrin motif, presenting intriguing molecular dynamics. The intrinsic flexibility of the porphyrinoid allowed the introduction of a new type of molecular motion within the rotaxanes, termed fluttering. The latter involved a bending of the axle, interconverting two angular-shaped stereoisomers of the rotaxane through a planarised transition state. Simple chemical transformations, i.e. methylation and (de)protonation of the [3]rotaxane and [2]catenane allowed controllable transformations within the conformationally flexible calix[4]phyrin-incorporated mechanically interlocked porphyrinoids.