1,8,17,24-Tetraoxa(2,6)naphthalenophane-3,5,19,21-tetrayne-10,13-dicarboxylic Acid Derivatives, Novel Complexors of Aromatic Guests

Article abstract of DOI:10.1021/ja00389a050

Synthesis and complexation behavior of the title molecules are described.Study of aromatic solvent induced shifts of these molecules support the contention that their large cavity can accomodate aromatic rings.The behavior of acid 1a in water suggests that this effect enhanced in aqueous medium, as is expected for formation of hydrophobic inclusion complexes.In contrast to the rigid naphthalenophanes (1), their saturated derivatives (7) exist in a collapsed conformation and do not incorporate aromatic guests.