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Updated: Jun 5, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
3-Allyl-2-hydr-oxy-5,6,8-trimethoxy-naphthalene-1,4-dione
Dominea C K Rathwell1, Kit Y Tsang, Ka Wai Choi
1Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand.
Abstract:
In the crystal structure of the title compound, C(16)H(16)O(6), a pair of naphthoquinone rings are linked via O-H⋯O-C hydrogen bonds in a nearly orthogonal arrangement. This dimeric unit is linked to a neighbouring dimer by π-π stacking inter-actions between the naphthoquinone rings, where the distance between the mean plane of the naphtoquinone backbones is 3.468 Å, and O-H⋯O-C hydrogen bonds.
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