Publication Details (including relevant citation information):
Pawar, D., Davis, D., Gill, G., Bain, A., Sullivan, R., and Noe, E. (2007). Journal of Organic Chemistry, 72, 25-29.
Interconversion of carbon sites in boat-chair-boat (BCB) cyclodecane occurs by way of the twist-boatchair
(TBC) conformation, which predicts that C-1 exchanges with C-4, etc. The previously obtained low-temperature 13C spectra could be matched by assuming (1,4) or (1,3) exchange, but not (1,2) exchange. A free-energy barrier of 5.54 kcal/mol was obtained for conversion of BCB to TBC at -137.4 °C. The major conformation of chlorocyclodecane and cyclodecyl acetate is assigned to the IIIe BCB.
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