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Updated: May 27, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
[2,7-Dimeth-oxy-8-(2-naphtho-yl)naphthalen-1-yl](naphthalen-2-yl)methanone
Takehiro Tsumuki1, Daichi Hijikata, Akiko Okamoto
1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology, 2-24-16 Naka-machi, Koganei, Tokyo 184-8588, Japan.
Abstract:
The mol-ecule of the title compound, C(34)H(24)O(4), possesses crystallographically imposed twofold C(2) symmetry. The two 2-naphthoyl groups at the 1- and 8-positions of the central naphthalene ring are aligned almost anti-parallel [5.21 (5)°]. The dihedral angle between the central 2,7-dimeth-oxy-naphthalene unit and the terminal naphthyl groups is 75.13 (4)°. In the crystal, weak C-H⋯O hydrogen bonds and π-π stacking inter-actions [centroid-centroid and inter-planar distances are 3.6486 (8) and 3.3734 (5) Å, respectively] are observed.
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