engleski

Container Systems 1: An Experimental and Theoretical Study of the High-Pressure Intramolecular Cycloaddition of Tethered Furans and Anthracenes onto Cyclobutene-1, 2-diesters

High pressure reaction of cyclobutene-1, 2-difurfuryl esters form thermally labile intramolecular Diels-Alder adducts at high pressure. This high pressure protection of a cyclobutene pi-bond is used to explain why reaction of cyclobutene 1, 2-di-furfuryl ester and dimethyl acetylenedicarboxylate forms the 1:1-adduct at one furan site and leaving the second furan untouched, even with excess dienophile. Intramolecular anthracene cycloadditions and alternative cyclodaddition synthetic routes to polycyclic oligonorbornene container structures are also discussed.

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