Synthesis and Structure of 2,3-Bis(5-<i>tert</i>-butyl-2-methoxyphenyl)buta-1,3-diene by Bromine Elimination of (<i>Z</i>)-1,4-Dibromo-2,3-bis(5-<i>tert</i>-butyl-2-methoxyphenyl)-2-butene
Abstract 2,3-Bis(5-tert-butyl-2-methoxyphenyl)buta-1,3-diene was prepared by bromination of (Z)- and (E)-2,3-bis(5-tert-butyl-2-methoxyphenyl)-2-butene followed by treatment with zinc powder in a mixture of CH2Cl2 and aceticacid, which was converted to the corresponding o-terphenyl skeleton by the condensation with dimethyl acetylenedicarboxylate followed by oxidation with 2,3-dichloro-5,6-dicyanobenzoquinone
The [2.2]paracyclophane annelated cycloproparenes 2 and 3 were synthesized by dehydrohalogenation of the adducts prepared by reacting 1-bromo-2-chlorocyclopropene with 1-vinyl[2.2]paracyclophane-1-ene and 1,2-dimethylene[2.2]paracyclophane, respectively.