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This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.Several systems formed by two allyl fragments linked by four arenediyl tethers have been studied through DFT calculations. A delocalised bis(allyl) system, similar to Cope rearrangement transition states, is preferred for derivatives bearing 5-membered ring tethers, as a result of the large strain in the related localised geometry.I am indebted to the Ministerio de Ciencia e Innovación of Spain (Project CTQ2011-28124), European Social Fund and the Gobierno de Aragón (Consolidated Group E11) for financial support.Peer Reviewe

Theoretical design of tetra(arenediyl)bis(allyl) derivatives as model compounds for Cope rearrangement transition states