Dehydrobenzoannulene derivatives containing isolated alkene linkages were synthesized by combining an in-situ Pd/Cu-mediated cross-coupling with an intramolecular cyclization strategy. 1H NMR studies of these macrocycles and comparison with related systems verify that highly alkynylated dehydrobenzoannulenes possess weak induced ring currents, indicative of aromatic (4n+2 π-systems) and anti-aromatic (4n π-systems) behavior, in spite of their large size and extensive benzannulation.
|Number of pages||6|
|Journal||European Journal of Organic Chemistry|
|Publication status||Published - 2001|