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A Simple and Highly Effective Ligand System for the Copper(I)‐Mediated Assembly of Rotaxanes
Author(s) -
Campbell Christopher J.,
Leigh David A.,
VitoricaYrezabal Inigo J.,
Woltering Steffen L.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201407817
Subject(s) - rotaxane , diamine , chemistry , ligand (biochemistry) , catenane , imine , amine gas treating , yield (engineering) , copper , solvent , dynamic covalent chemistry , polymer chemistry , molecule , materials science , organic chemistry , supramolecular chemistry , catalysis , biochemistry , receptor , metallurgy
A [2]rotaxane was produced through the assembly of a picolinaldehyde, an amine, and a bipyridine macrocycle around a Cu I template by imine bond formation in close‐to‐quantitative yield. An analogous [3]rotaxane is obtained in excellent yield by replacing the amine with a diamine, thus showing the suitability of the system for the construction of higher order interlocked structures. The rotaxanes are formed within a few minutes simply through mixing the components in solution at room temperature and they can be isolated through removal of the solvent or precipitation.