106319-01-1Relevant articles and documents
Binding features of molecular clips derived from diphenylglycoluril
Sijbesma,Kentgens,Lutz,Van Der Maas,Nolte
, p. 8999 - 9005 (1993)
The structure and binding properties of a series of receptor molecules based on the building block diphenylglycoluril are described. These receptors bind dihydroxy-substituted aromatic guests in chloroform solution by means of hydrogen bonding and π-π stacking interactions. IR difference spectroscopy shows that the hydrogen bonds are formed between the OH groups of the guest molecule and the π-electrons of the urea carbonyl groups present in the receptor. The structure of the complexes was further investigated by comparing the complexation-induced shifts in the 1H NMR spectra with the calculated shifts for a number of geometries of the host-guest complexes. These data demonstrate that the guest molecules are clamped within the cavity of the receptor.
Synthesis of concave receptors derived from diphenylglycoluril
Sijbesma, R. P.,Nolte, R. J. M.
, p. 643 - 647 (2007/10/02)
Improved synthtic methods are described for the synthesis of concave receptor molecules.These receptors consist of a diphenylglycoluril unit, flanked by two aromatic moieties.The most versatile synthetic method consists of Lewis-acid-catalyzed reaction of
Binding of Dihydroxybenzenes in a Synthetic Molecular Clip. Effect of Hydrogen Bonding and ?-Stacking
Sijbesma, Rint P.,Kentgens, Arno P. M.,Nolte, Roeland J. M.
, p. 3199 - 3201 (2007/10/02)
A synthetic host, which can easily be assembled starting from urea and benzil, selectively binds resorcinol by hydrogen bonding and ?-stacking.
Synthesis and Binding Properties of Basked-Shaped Hosts
Smeets, Jan W. H.,Sijbesma, Rint P.,Dalen, Lydia van,Spek, Anthony L.,Smeets, Wilberth J. J.,Nolte, Roeland J. M.
, p. 3710 - 3717 (2007/10/02)
We described a novel, concave building block (4) for the synthesis of organic hosts.Compound 4 contains two fused 2-imidazolidone rings, which are flanked by two o-xylylene units.Basked-shaped hosts are constructed by attaching oxyethylene bridges to the