Synthesis and characterization of novel cyclophanes from 5,5'-bi(isobenzofuran)

Abstract

Isobenzofuran has since its discovery proven an important intermediate in the synthesis of novel organic compounds, due to its high reactivity in Diels-Alder reactions. This thesis details the synthesis, purification and characterization of cyclophane compounds derived from a novel analogue of isobenzofuran, 5,5'-bi(isobenzofuran). Because of the relative rarity of molecules containing multiple isobenzofuran units, 5.5'-bi(isobenzofuran) is an excellent candidate for study. Prelminary analysis of an additional novel analogue of isobenzofuran, 5.5'-bis(isobenzofuranyl) acetylene, is also presented.