Flexible Synthesis of Rigid Cyclophanes - Synthesis and derivatisation of 2,7-diaza-1,2,3,6,7,8-hexahydropyrene into chiral macrocycles
Rigid, chiral and amphiphilic cyclophanes of potential use as biomimetic host molecules were prepared by cyclic dimerisation of chiral diamino building blocks with amino-reactive cross-linking reagents. A reliable synthesis of the scaffold 2,7-diaza-1,2,3,6,7,8-hexahydropyrene was developed. Chiral bidentate building blocks were formed by acylation of the aromatic diamine 2,7-diaza-1,2,3,6,7,8-hex