Sensitive 1,4-Disubstituted Nitro-Containing Cubanes: Structures and Properties

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 dimeth...

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Veröffentlicht in:Journal of organic chemistry 2023-09, Vol.88 (18), p.12884-12890
Hauptverfasser: Bartonek, Andreas, Klapötke, Thomas M., Krumm, Burkhard
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creator Bartonek, Andreas
Klapötke, Thomas M.
Krumm, Burkhard
description 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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title Sensitive 1,4-Disubstituted Nitro-Containing Cubanes: Structures and Properties
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