Abstract
Despite conventional opinion on high inertness of aluminum oxide and exceptional stability of the carbon–fluorine bond, activated γ‐alumina effectively polarizes the C–F bond. This process is known to implement effective C–C coupling in the cove region, leading to intramolecular annulation and formation of non‐alternant polycyclic aromatic hydrocarbons (PAHs). Herein, the importance of the cove region geometry on annulation efficiency is shown. This is demonstrated using precursor 1 as a model, which allows investigation of the cove region's major feature, namely its helical geometry, and effect of its structure on the efficiency of intramolecular C–C bond formation. Herein, the synthesis of 1, its behavior on activated alumina, and reasoning for the observed outcomes are described.
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