Cyclobis(paraquat-p-phenylene)-based [2]catenanes prepared by kinetically controlled reactions involving alkynes.
[reaction: see text] Charged donor-acceptor [2]catenanes, in which the pi-accepting cyclobis(paraquat-p-phenylene) acts as a tetracationic template for the threading-followed-by-clipping of acyclic oligoethers, incorporating centrally a pi-donating 1,5-dioxynaphthalene ring system and terminated either by acetylene units or by acetylene and azide functions, are the products of copper-mediated Eglinton coupling and Huisgen 1,3-dipolar cycloaddition, respectively.
Miljanić
Ognjen S
OS
California NanoSystems Institute and Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, California 90095, USA.
Dichtel
William R
WR
Mortezaei
Shahab
S
Stoddart
J Fraser
JF