Synthesis and NMR characterization of a novel heterologue of pyrene: The naphtho[1,8‐<i>bc</i>;4,5‐<i>b'c'</i>]dipyran (1,8‐dioxapyrene)

Abstract

Abstract 1,8‐Dioxapyrene, a novel unsubstituted dioxa‐analog of pyrene was synthesized from 4‐methoxy‐1‐naphthol in a ten‐step reaction involving two peri ‐heterocyclizations. 1 H and 13 C nmr indicated a disruption of extended delocalization of π electrons, like that observed with the 1,6‐isomer.