Synthesis of bridged and metallobridged bis(β-cyclodextrin)s containing fluorescent oxamidobisbenzoyl linkers and their selective binding towards bile salts.

Abstract

A series of β-cyclodextrin (β-CD) dimers containing fluorescent 2,2’-xamidobisbenzoyl and 4,4’oxamidobisbenzoyl linkers—that is, 6,6’-[2,2’-oxamidobis(benzoylamino)]ethyleneamino- 6,6’-deoxy-bis(β-CD) (2), 6,6’-[2,2’- oxamidobis(benzoylamino)]diethylenediamino-6,6’-deoxy-bis(β-CD) (3), 6,6’-[4,4’-oxamidobis(benzoylamino)]ethyleneamino-6,6’-deoxy-bis(β-CD) (4), and 6,6’-[4,4’-oxamidobis(benzoylamino)]-diethylenediamino-6,6’-deoxy- bis(β-CD) (5)—were synthesized from the corresponding oxamidobis(benzoic acid)s through treatment with mono[6-aminoethyleneamino-6-deoxy]-β-CD or mono[6-diethylenetriamino-6-deoxy]-β-CD.