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Updated: May 10, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
2,2',2''-[(2,4,6-Trimeth-oxy-benzene-1,3,5-tri-yl)tris-(methyl-ene)]tris-(isoindole-1,3-dione)
Jan-Ruven Rosien1, Wilhelm Seichter, Monika Mazik
1Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, D-09596 Freiberg/Sachsen, Germany.
Abstract:
The title mol-ecule, C36H27N3O9, adopts an almost symmetric conformation in which the mean planes of the phthalimido units are inclined at dihedral angles of 81.1 (1), 85.3 (1) and 86.3 (1)° with respect to the plane of the central aromatic ring. The O atoms are involved in intra- and inter-molecular C-H⋯O hydrogen bonding. The crystal structure also features π-π arene inter-actions [minimum ring centroid separation = 3.683 (2) Å]. The present mode of non-covalent interactions leads to a three-dimensional supramolecular architecture.
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