[2.2]paracyclophane/dehydroannulene hybrids: probing the aromaticity of the dehydro[14]annulene framework.
The synthesis of [2.2]paracyclophane/dehydro[14]annulene hybrids 1 and 2 is reported. Comparison of the proton NMR spectra of 1 and 2 with their open precursors and with related model compounds reveals the pronounced effect of macrocycle formation upon the cyclophane protons H15/H16, which lie above the shielding cone of the diatropic [14]annulene moiety. [structure: see text]
Hinrichs
Heino
H
Department of Chemistry, University of Oregon, Eugene, OR 97403-1253, USA.
Fischer
Axel K
AK
Jones
Peter G
PG
Hopf
Henning
H
Haley
Michael M
MM