Sensitive 1,4-Disubstituted Nitro-Containing Cubanes: Structures and Properties
Andreas Bartonek1, Thomas M Klapötke1, Burkhard Krumm1
1Department of Chemistry, Ludwig-Maximilian University of Munich, Butenandtstr. 5-13(D), D-81377 Munich, Germany.
Abstract:
The cubane cage system is characteristic and well known for its high strain energy, qualifying it as a promising precursor for energetic materials. 1,4-Disubstituted cubanes are the easiest accessible derivatives. A further developed laboratory-scale procedure for cubane-1,4-dicarboxylic acid dimethyl ester is presented. From this central precursor, the bis-trinitroethyl and bis-nitromethyl esters as well as the bis-methylcarbamate and bis-methylnitrocarbamate were synthesized and characterized by multinuclear NMR spectroscopy and X-ray crystallography. In addition, their physical and energetic properties were determined and studied.
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