title: Stabilization of a Strained Heteroradialene by Peripheral Electron Delocalization.
abstract: Dimethylamine and 2,4,6-triformylphloroglucinol react to form a product with a highly contorted nonplanar geometry due to favorable electron delocalization. This new heteroradialene compound has been studied by X-ray diffraction, variable-temperature multinuclear NMR spectroscopy, IR spectroscopy, UV-vis spectroscopy, and ab initio calculations. Electron delocalization throughout the periphery of the central ring leads to a structure that retains very little of the aromatic characteristics of the starting material.
authors.affiliation: Department of Chemistry, University of British Columbia , 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
authors.forename: S Hessam M
authors.initials: SH
authors.lastname: Mehr
authors.affiliation: Department of Chemistry, University of British Columbia , 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
authors.forename: Brian O
authors.initials: BO
authors.lastname: Patrick
authors.affiliation: Department of Chemistry, University of British Columbia , 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.
authors.forename: Mark J
authors.initials: MJ
authors.lastname: MacLachlan