Structural studies on some 1,3,5,7-tetraazabicyclo-[3.3.1]-nonane derivatives

From a study of the ¹H NMR spectra of a number of 3,7-disubstituted derivatives of 1,3,5,7-tetraazabicycio - [3.3.1] - nonane it is concluded that these molecules exist in either chair-chair or flattened chair-chair conformations. The derivatives containing COCH₃ and NO substitutents have room temperature spectra consistent with restricted rotation about their NC and NN bonds respectively. High temperature spectra reveal an activation energy, for the rotational barrier of the NC bond in the diacetyl derivative, of 23±2K.Cal/mol.