Horning-crown macrocycles: novel hybrids of calixarenes and crown ethers.
[reaction: see text] Novel macrocycles possessing ether linkages and 2,6-disubstituted phenolics were produced in one step and with 100% atom economy by isoaromatization of chameleon macrocyclic precursors possessing 2,6-diarylidenecyclohexanone moieties. Intramolecular hydrogen bonding of the phenolic hydrogen atoms influenced the shape of the macrocycles and dictated host-guest behavior.
Higham
Luke T
LT
ARC Special Research Centre for Green Chemistry, PO Box 23, Monash University, Clayton Victoria 3800, Australia.
Kreher
Ulf P
UP
Raston
Colin L
CL
Scott
Janet L
JL
Strauss
Christopher R
CR