Parallel Allosteric Inhibition of Shuttling Motion and Catalysis in a Silver(I)-loaded [2]Rotaxane.
Sohom KunduDebabrata MondalEmad ElramadiIsa ValiyevMichael SchmittelPublished in: Organic letters (2022)
A dynamic silver(I)-loaded [2]rotaxane shuttle ( k 298 = 135 kHz) was converted allosterically into a conformationally restricted [2]rotaxane due to the creation of a bulky imine in the center of the axle component. Only the dynamic silver(I)-loaded [2]rotaxane was able to catalyze a 6- endo -cyclization reaction, whereas the static one was catalytically quiet. The mechanism of catalyst deactivation was elucidated.