Events The 1st International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

10.3390/ecsoc-1-02024

This submission belongs to the session a. General Organic Synthesis of the event The 1st International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Sep, 1997

Citation

Patrick A. Moore, Cameron L. McPhail, Robert M. Cory, Molecular Ribbons via Diels-Alder Cycloadditions: Synthesis of Models for Solubilized Polyacenes and Polyacene Polyquinones, in Proceedings of The 1st International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 1997, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-1-02024

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Molecular Ribbons via Diels-Alder Cycloadditions: Synthesis of Models for Solubilized Polyacenes and Polyacene Polyquinones

Robert M. Cory ¹

Cameron L. McPhail ¹

Patrick A. Moore ¹

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

Trimethylsilyl Triflate Promoted 1,4-Addition of Silyl Phosphites to Cyclic Enones

Regioselectivity of Arylation of 2,3'-Biquinolyl Dianion