Isoindenones (1) are highly reactive intermediates that dimerize in the absence of trapping agents to a variety of polycyclic scaffolds. While the parent dimer 2a was mentioned in the literature,[1] we provided its first full characterization recently, investigated its reactivity and embarked on the preparation of fluorinated derivatives (e.g., 2b). We will present two synthetic pathways to fluorinated species and discuss their spectroscopic propertiues, selected structures and transformations toward novel fluorinated isoindene dimers. [1] D. W. Jones, T. C. L. M. Ryder, J. Chem. Soc., Chem. Commun. 1997, 1169-1170.

Syntheses, structures, and reactivity of fluorinated isoindenone dimers

251st National Meeting (2016)

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