[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.