title: Inclusion of two different guest molecules within a rationally designed macrocyclic boronic ester in organic solvent.
abstract: The inclusion of two different guest molecules in a macrocyclic boronic ester in organic solvent utilizing only π-stacking interactions has been successfully realized. For this purpose, a new tetrol which has an appropriate distance between two 1,2-diol units for the inclusion of two aromatic molecules is designed and synthesized. Simple mixing of the new tetrol with 2,7-pyrenediboronic acid in the presence of pyrene-4,5-quinone efficiently affords the desired macrocyclic boronic ester, which is found by (1)H NMR spectroscopy, ESI-MS, and isothermal titration calorimetry studies to include one molecule each of a dinitronaphthalimide derivative and pyrene. Furthermore, inclusion of two planar molecules within the macrocyclic boronic ester is revealed by X-ray analysis.
authors.affiliation: Department of Chemistry, Tokyo Institute of Technology and JST-CREST, 2-12-1, O-okayama, Meguro-ku, Tokyo 152-8551 (Japan).
authors.forename: Yuji
authors.initials: Y
authors.lastname: Kikuchi
authors.forename: Kosuke
authors.initials: K
authors.lastname: Ono
authors.forename: Kohei
authors.initials: K
authors.lastname: Johmoto
authors.forename: Hidehiro
authors.initials: H
authors.lastname: Uekusa
authors.forename: Nobuharu
authors.initials: N
authors.lastname: Iwasawa
keywords: boronic esters; host-guest systems; self-assembly; supramolecular chemistry; π-stacking interactions