Impact of stereochemistry in 3D energetic materials science: a case based on peripheral editing of the 2,4,10-trioxaadamantane backbone.

Stereoisomerism in energetic materials remains an underexplored area of research. Herein, two series of energetic stereoisomers, including four diastereomers of 2,4,10-trioxaadamantane-6,8,9-triyl trinitrate and three diastereomers of 9,9-dinitro-2,4,10-trioxaadamantane-6,8-diyl dinitrate, were synthesized based on the systematic alteration of their stereochemistry. The first cage-like energetic materials were generated that incorporate considerations of configurational isomerism.