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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis and characterization of 1,2,3,4-naphthalene and anthracene diimides
Adam D Bass1, Daniela Castellanos1, Xavier A Calicdan1
1Chemistry Department, Macalester College, 1600 Grand Avenue, Saint Paul, Minnesota 55105, United States.
Abstract:
We report the synthesis and characterization of naphthalene and anthracene scaffolds end-capped by cyclic imides. The solid-state structures of the N-phenyl derivatives, determined by X-ray crystallography, reveal changes in packing preference based on the number of aromatic rings in the core. The optical and electronic properties of the title compounds compare favorably with other previously described isomers and expand the toolbox of electron-deficient aromatic compounds available to organic materials chemists.
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