Induced Correspondence of a Local π-Aromatic Sextet in Heteroannulenes: Synthesis and Characterization.

Acid-catalyzed [3+3] condensation reactions of two hitherto unknown tripyrrane moieties with pentafluorobenzaldehyde has led to the formation of new generation heteroannulene (4.1.4.1) and mutant heteroannulene (1.1.1.1.1.1). Inclusion of local -aromatic sextets, namely the N-methyl pyrrole rings through ,-linkages and ,-linkages, has led to the isolation of first ever heteroannulenes cross-conjugated at four points and two points respectively within the macrocycles.