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Synthesis and Physicochemical Investigation of

Synthesis and Physicochemical Investigation of Hydrofluorocarbons with Extended p -Stacked Arene Units. Markus Etzkorn, Department of Chemistry, UNC Charlotte, 9201 University City Blvd., Charlotte, NC 28223.

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Synthesis and Physicochemical Investigation of

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  1. Synthesis and Physicochemical Investigation of Hydrofluorocarbons with Extended p-Stacked Arene Units Markus Etzkorn, Department of Chemistry, UNC Charlotte, 9201 University City Blvd., Charlotte, NC 28223 Dienedione 3 is in principle an ideal framework to obtain scaffolds of type 6 by benzannulation and subsequent “coupling” of these intermediates. Since 3 is thermally labile the alcohol intermediates 7 and 8 are potential intermediates toward targets of type 6; we have obtained crystal structures of derivatives 3, 7 and 8. Iso-Indenone Derivatives Whereas diol 8 is prone to trans-annular reactions, hydroxyketone 7 provided a suitable Diels-Alder adduct 10 for functionalization: Dess-Martin oxidation yielded the formal DA-adduct 12 of the parent (3) which is thermally stable. Cycloaddition with TCTD (9) furnished the bis-adduct 14. Both DA adducts were converted with DDQ under mild conditions to their corresponding chlorinated arene derivatives 13 and 15. ORTEP plot of compound 12

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