KINETIC STUDY OF RING INVERSION IN 9,10-DISUBSTITUTED CIS-DELTA2,6-HEXALINS, [4.4.4]PROPELLA-3,8,12-TRIENE, AND 3,3-DIFLUORO[4.4.4]PROPELLANE

The kinetic parameters for ring interconversions were measured in three hexalin (I-III) and two propellane derivatives (IV, V). Measurements were performed by the comparison of the calculated and experimental nmr spectra line shapes at various temperatures. The results indicate two characteristic reaction paths, applicable to saturated and unsaturated compounds, respectively. It is suggested that in the saturated compounds the reaction profile has discrete steps involving one ring at a time. On the other hand in the unsaturated compounds the reaction profile seems to contain only one maximum. © 1969, American Chemical Society. All rights reserved.