Magic ring catenation by olefin metathesis.
[reaction: see text]. Olefin metathesis has been employed in the efficient syntheses of a [2]catenane with the templation being provided by the recognition between a secondary ammonium ion and a crown ether. In one approach, a crown ether precursor has been clipped around an NH2+ center situated in a macrocyclic ring, yielding the mechanically interlocked compound. In the other approach, the reversible nature of olefin metathesis allows for a magic ring synthesis to occur wherein two free macrocycles can be employed as the stationary materials, leading to the formation of the same [2]catenane.
Guidry
Erin N
EN
The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, California Institute of Technology, Pasadena, California 91125, USA.
Cantrill
Stuart J
SJ
Stoddart
J Fraser
JF
Grubbs
Robert H
RH