title: Long-chain-linked β-cyclodextrin dimers: Synthesis and relationship between reactivity and inclusion complex formation.
abstract: We synthesized ditopic compounds bearing two β-cyclodextrin moieties linked by long aryl-alkyl linkers. The process of linker inclusion into β-cyclodextrin cavity was observed during Sharpless click-chemistry conjugation. The target cyclodextrin dimers exhibit self-complexation via a glucose unit inversion phenomenon that is significantly weaker as compared with earlier reported analogs. It was confirmed that both cavities of such cyclodextrin dimers are available for interaction with larger guest molecules.
authors.affiliation: Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland. Electronic address: chmurkaz@chem.uw.edu.pl.
authors.forename: Kazimierz
authors.initials: K
authors.lastname: Chmurski
authors.affiliation: Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland; Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. Electronic address: pstepniak@icho.edu.pl.
authors.forename: Pawel
authors.initials: P
authors.lastname: Stepniak
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. Electronic address: jurczak@icho.edu.pl.
authors.forename: Janusz
authors.initials: J
authors.lastname: Jurczak
mesh_terms: D002151:Calorimetry; D057930:Click Chemistry; D019281:Dimerization; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013816:Thermodynamics; D047392:beta-Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D047392:beta-Cyclodextrins; C031215:betadex
keywords: Calorimetry; Conformational analysis; Cyclodextrins; Host–guest chemistry; NMR spectroscopy