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A pH‐Dependent, Mechanically Interlocked Switch: Organometallic [2]Rotaxane vs. Organic [3]Rotaxane
Author(s) -
Altmann Philipp J.,
Pöthig Alexander
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201709921
Subject(s) - rotaxane , transmetalation , chemistry , reactivity (psychology) , supramolecular chemistry , stereochemistry , nanotechnology , polymer chemistry , materials science , molecule , organic chemistry , catalysis , medicine , alternative medicine , pathology
We present the first [2]rotaxane featuring a functional organometallic host. In contrast to the known organic scaffolds, this assembly shows a high post‐synthetic modifiability. The reactivity of the Ag 8 pillarplex host is fully retained, as is exemplified by the first transmetalation in a rotaxane framework to provide the respective Au 8 analogue. Additionally, a transformation under acidic conditions to give a purely organic [3]rotaxane is demonstrated which is reversible upon addition of a suitable base, rendering the assembly a pH‐dependent switch. Hereby, it is shown that the mechanically interlocked nature of the system enhances the kinetic stability of the NHC host complex by a factor of >1000 and corresponds to the first observation of a stabilizing “rotaxand effect”.