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Updated: May 19, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
N-Benzoyl-N-(1,4-dioxonaphthalen-2-yl)benzamide
Yakini Brandy1, Ray J Butcher, Oladapo Bakare
1Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA.
Abstract:
The title mol-ecule, C(24)H(15)NO(4), crystallizes with two mol-ecules in the asymmetric unit (Z' = 2). For both mol-ecules, the two amide groups are not coplanar, as the dihedral angles of the respective NCO groups are similar at 50.37 (14) and 51.22 (13)°. However, the orientations of the substituent phenyl rings with the central naphthalene system are significantly different for the two mol-ecules; for one mol-ecule, these dihedral angles are 80.29 (3) and 80.95 (4)°, while for the second mol-ecule they are 86.63 (3) and 72.82 (4)°. The crystal packing shows the mol-ecules to be linked by weak C-H⋯O inter-actions.
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