title: Strong induced-fit binding of viologen and pyridine derivatives in adjustable porphyrin cavities.
abstract: The synthesis and binding properties of new porphyrin cage compounds consisting of a rigid diphenylglycoluril part, which is connected via flexible bis(ethyleneoxy) spacers to a (metallo)porphyrin "roof", are reported. Binding of viologen guests and pyridine ligands in these porphyrin cages are accompanied by significant conformational reorganizations of the hosts. Despite these structural changes, association constants are still very high, revealing that not only receptors that bind guests according to a lock-and-key mechanism but also those that bind guests by an induced-fit mechanism can exhibit strong binding.
authors: Radboud University Nijmegen, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ Nijmegen (The Netherlands), Fax: (+31) 24-3652929.
authors: Alexander B C
authors: AB
authors: Deutman
authors: Jan M M
authors: JM
authors: Smits
authors: René
authors: R
authors: de Gelder
authors: Johannes A A W
authors: JA
authors: Elemans
authors: Roeland J M
authors: RJ
authors: Nolte
authors: Alan E
authors: AE
authors: Rowan
mesh_terms: D001665:Binding Sites; D008958:Models, Molecular; D008968:Molecular Conformation; D011166:Porphyrins / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D043862:Rotaxanes / Q000737:chemistry*; D014755:Viologens / Q000737:chemistry*
chemical_list: D011166:Porphyrins; D011725:Pyridines; D043862:Rotaxanes; D014755:Viologens
keywords: host-guest chemistry; induced-fit binding; rotaxanes; supramolecular chemistry; viologens