Abstract
A method of quantitative determination of a conformational equilibrium in 3,7-diazabicyclo[3.3.1]nonane (bispidine) derivatives is described. It is based on a comparison of coupling constants J 1−2 β and others with the corresponding ones from the models of pure conformers. 3-Benzyl-7-methyl-3,7-diazabicyclo[3.3.1]-nonane ( 4) proved to exist mainly in a double-chair (CC) conformer, although there is also a significant contribution of chair-boat (CB) and boat-chair (BC) conformers. In 3-benzyl-7-methyl-3,7-diazabicyclo[3.3.1]nonan-9-one ( 5), a CB conformer predominates over significant amounts of BC and CC.
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