Synthesis of a new class of electron rich chiral cyclophanes with large cavities

BINOL based electron rich chiral cyclophanes possessing large cavities have been synthesized starting from m-terphenyl dibromide and methyl m-/p-cinnamate. The presence of double bonds in the chiral cyclophanes makes them electron rich as revealed by C–T complexation studies of such cyclophanes donors with guests like TCNE, TCNQ and DDQ.