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Molecular Ribbons via Diels-Alder Cycloadditions: Synthesis of Models for Solubilized Polyacenes and Polyacene Polyquinones
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1  Department of Chemistry, University of Western Ontario, London, Ontario, Canada

Abstract: Syntheses of linearly fused ribbons of carbocyclic six-membered rings are accomplished by Diels-Alder cycloadditions of a diene (2,3-diheptylidene-1,2,3,4-tetrahydronaphthalene) and a bis-diene (2,3,6,7-tetraheptylidene-1,2,3,4,5,6,7,8-octahydroanthracene) to a bis-dienophile (1,4,5,8-anthradiquinone) and a dienophile (1,4-anthraquinone). The Diels-Alder adducts were dehydrogenated to several more highly unsaturated molecular ribbons.
Keywords: Molecular ribbon, Diels-Alder cycloaddition