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Updated: May 10, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
(2,7-Di-meth-oxy-naphthalen-1-yl)(naph-thalen-1-yl)methanone
Takehiro Tsumuki1, Atsumi Isogai, Hiroyuki Kawano
1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology, Koganei, Tokyo 184-8588, Japan.
Abstract:
The asymmetric unit of the title compound, C23H18O3, contains two independent mol-ecules (A and B). Each mol-ecule has essentially the same conformation (r.m.s. deviation of fitted mol-ecules = 0.173 Å) with the aromatic rings twisted in a near perpendicular manner. The dihedral angles between the two naphthalene ring systems are 79.07 (4) and 88.19 (4)° in the two independent mol-ecules. In the crystal, the A mol-ecules are connected by C-H⋯O inter-actions, forming chains along the b-axis direction. Further C-H⋯O inter-actions between the H atoms of the meth-oxy group and the O atoms of the carbonyl units link the A and B mol-ecules, forming a three-dimensional network.
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