Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

Article abstract of DOI:10.1016/S0040-4020(99)00055-1

Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.