Interconversion of carbon sites in boat-chair-boat cyclodecane; conformations of chlorocyclodecane and cyclodecyl acetate.
Interconversion of carbon sites in boat-chair-boat (BCB) cyclodecane occurs by way of the twist-boat-chair (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 degrees C. The major conformation of chlorocyclodecane and cyclodecyl acetate is assigned to the IIIe BCB.
Pawar
Diwakar M
DM
Department of Chemistry, Jackson State University, Jackson, Mississippi 39217-0510, USA.
Cain
Dalephine
D
Gill
Gurvinder
G
Bain
Alex D
AD
Sullivan
Richard H
RH
Noe
Eric A
EA