Template-directed synthesis of mechanically interlocked molecular bundles using dynamic covalent chemistry.
Mixing the dipyrido[24]crown-8 derivatives carrying one or two formyl group(s) on the 4 position(s) of their pyridine ring(s) with a 3-fold symmetrical trisammonium ion template in a 3:1 ratio in CD3NO2 results in the formation of thermodynamically stable [4]pseudorotaxanes which, upon addition of a 1,3,5-trisaminobenzene cap, form mechanically interlocked molecular bundles with one and two caps, respectively, by virtue of dynamic imine bond formation.
Northrop
Brian H
BH
Department of Chemistry and Biochemistry and the California NanoSystems Institute, University of California-Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095, USA.
Aricó
Fabio
F
Tangchiavang
Nick
N
Badjić
Jovica D
JD
Stoddart
J Fraser
JF