Abstract

The conformations and dynamic processes in two bicyclophanes have been analysed on the basis of temperature-dependent 1H NMR spectra. Both bicyclophanes are suggested to have a lowest-energy conformation of D 3 symmetry in which the substituents at all ethylene bridges are gauche + (or gauche −) oriented. The interconversion of the mirror image conformers of each bicyclophane equilibrates the two hydrogens in each methylene group, the barriers being ca 36 and 37 kJ mol −1, respectively, as determined by line-shape analysis.

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