Reactivity of allyl aryl ethers in diene condensation with hexachlorocyclopentadiene

The reactivity of allyl aryl ethers in the diene condensation with hexachlorocyclopentadiene was studied. The reactivity of aryl allyl ethers and product yield in this reaction significantly decreases when electron-withdrawing groups are introduced into the benzene ring. The reactivity is also influenced by the temperature, reaction time, and the molar ratio of the diene and dienophile.     

Synthesis of macrocyclic compounds with steric barriers in macroheterocycle proceeding from (Z)-1,2,3,6-tetrahydrophthalic and phthalic acids

Using 1,2-dibromoethane, (E)-1,4-dibromo-2-butene, (Z)-1,2,3,6-tetrahydrophthalic and phthalic acids we obtained along [1+1] scheme uncommon macrocyclic compounds containing ester groups, multiple bonds, and amide moieties in the macroheterocycle. The neutralization of bis-acids with ethylenediamine gave the corresponding macrocyclic diammonium salts that on heating to the melting point were converted into the corresponding macrocyclic diamides. The structure of compounds obtained was established from the elemental analyses, IR and NMR spectra.