Abstract

The aromaticity of benzo[c]furan was evaluated based on the uniformity of the CC bond distances and their deviation from the ideal aromatic CC bond distance. The AM1 computed values were compared to those of furan and benzo[b]furan. The goal was to determine the relative stability and reactivity of benzo[b]furan. The reactivity of benzo[c]furan as a diene for the Diels-Alder reaction was estimated through its HOMO energy and activation barriers using several dienophiles.

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