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Updated: Jun 1, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
1-(2,4-Dinitro-phen-yl)-2-(1,2,3,4-tetra-hydro-naphthalen-1-yl-idene)hydrazine
Abstract:
In the title compound, C(14)H(14)N(4)O(4), the dihedral angle between the benzene rings is 10.42 (8)°. The nitro groups make dihedral angles of 5.3 (2) and 6.47 (15)° with their parent ring and are oriented at 11.2 (3)° with respect to each other. An intra-molecular N-H⋯O hydrogen bond completes an S(6) ring motif. In the crystal, mol-ecules are linked by C-H⋯O inter-actions, thus forming (010) chains in which R(2) (2)(13) ring motifs are present. There also exist aromatic π-π stacking inter-actions [centroid-centroid separation = 3.7046 (9) Å].
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