Structure and Reactivity of Perfluorinated Annulenes and their Relatives.

Abstract : This report records the synthesis of an array of compounds representing many structural types, but all related to perfluorinated annulenes in the C5 to C10 range. Chemical reactivity of many of these compounds is described, together with equilibrium studies and kinetic investigations of isomerization, automerization and conformational interconversion processes. This research has increased considerably our knowledge of the effects of fluorine substitution on reactivity in organic molecules. Development of methodology which should be of general use in the synthesis of highly fluorinated compounds is discussed. Keywords: Organic Synthesis; Dynamic NMR; Valence Isomers; Automerization.