Sg. Bott et al., NUCLEOPHILIC ADDITIONS OF PRIMARY AND SECONDARY-AMINES TO LO[5.4,0.0(2,6).0(3,10).0(5,9)]UNDECANE-8,11-DIONE, Journal of chemical crystallography, 25(10), 1995, pp. 633-640
The crystal structures of three compounds formed via nucleophilic atta
ck of a heterocyclic secondary amine on PCU-8,11-dione, with the conco
mitant intramolecular attack of one keto oxygen on the carbon of the o
ther ketone, are presented. In all three compounds, the bridging oxyge
n contains substantial p-character, and the bonds to the ''attacking''
nitrogen are significantly shorter than would be expected.