Host-guest complexation behaviour of emissive calix[3]naphthobipyrrole toward aromatic guests

Conformationally rigid, π-extended annulated porphyrinoids derived from the naphthobipyrrole motif

“…Calix[n]pyrroles are non-aromatic, porphyrinogen analogues containing sp 3 hybridized meso-bridges and are capable of binding anions, cations, neutral molecules and ion pairs effectively. 66,67 Lee and co-workers 68,69 obtained mixtures of calix [3]-(77, 78) and calix [4]naphthobipyrroles 79, 80 when acid-mediated condensation of naphthobipyrrole 6 was carried out with ketones such as acetone 75 and 4-fluoroacetophenone 76. These mixtures are separable by column chromatography (Scheme 19).…”