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Nucleophilic additions of primary and secondary amines to pentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione
Authors:Simon G. Bott  Alan P. Marchand  Kaipenchery A. Kumar  D. Vidyanand  Dongxia Xing  William H. Watson  Ram P. Kashyap  Richard A. Sachleben
Affiliation:(1) Department of Chemistry, University of North Texas, 76203 Denton, Texas;(2) Department of Chemistry, Texas Christian University, 76129 Fort Worth, Texas;(3) Chemical and Analytical Sciences Division, Oak Ridge National Laboratory, 37831 Oak Ridge, Tennessee
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 ldquoattackingrdquo nitrogen are significantly shorter than would be expected.
Keywords:Amines  crystal structure  pentacycloundecane-8,11-dione
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