Synthesis and properties of a new member of the calixnaphthalene family:: A C2-Symmetrical endo-calix[4]naphthalene

The synthesis of a new endo-calix [4] naphthalene is described. The reaction sequence involves the cyclocon-densation of a key bisnaphthylmethane intermediate (8) with formaldehyde. This key intermediate (8) is formed using a modified Suzuki-Miyaura Pd-catalyzed cross-coupling reaction between bromomethylnaphthyl (6) and naphthylboronic acid (7), both of which can be derived from 2-hydroxynaphthoic acid.