Abstract
The crystal structures of three compounds formedvia nucleophilic attack of a heterocyclic secondary amine on PCU-8,11-dione, with the concomitant intramolecular attack of one keto oxygen on the carbon of the other ketone, are presented. In all three compounds, the bridging oxygen contains substantial p-character, and the bonds to the “attacking” nitrogen are significantly shorter than would be expected.
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Bott, S.G., Marchand, A.P., Kumar, K.A. et al. Nucleophilic additions of primary and secondary amines to pentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione. J Chem Crystallogr 25, 633–640 (1995). https://doi.org/10.1007/BF01665969
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DOI: https://doi.org/10.1007/BF01665969