Parallel Allosteric Inhibition of Shuttling Motion and Catalysis in a Silver(I)-loaded [2]Rotaxane.

Org Lett

Center of Micro- and Nanochemistry and (Bio)Technology, Universität Siegen, Organische Chemie I, Adolf-Reichwein-Str. 2, D-57068 Siegen, Germany.

Published: September 2022


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Article Abstract

A dynamic silver(I)-loaded [2]rotaxane shuttle ( = 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--cyclization reaction, whereas the static one was catalytically quiet. The mechanism of catalyst deactivation was elucidated.

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http://dx.doi.org/10.1021/acs.orglett.2c02609DOI Listing

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