Unexpected cyclization of dipyridyl-glycoluril in the presence of formaldehyde and strong acid: A new scaffold with a potential as an anion receptor

Saki, Neslihan
Icli, Burcak
Cevheroglu, Orkun
Akkaya, Engin U.
In an attempted synthesis of peripherally pyridine-substituted cucurbituril, an unexpected cyclized product was obtained. A careful NMR analysis followed by mass spectrometry and preliminary crystallographic analyses, helped us in resolving the structure. The structure has two quaternized pyridine functionalities and a groove suitable as a potential receptor site. In addition, just like the parent glycoluril structure, two remaining urea-derived nitrogens can be alkylated by alkyl halides. Thus, we believe this high yielding reaction may become an entry point to a new class of anion receptors.


Synthesis of aromatic poly(pyridinium salt)s and their electrochromic properties
Keshtov, M. L.; UDUM, YASEMİN; Toppare, Levent Kamil; Kochurov, V. S.; Khokhlov, A. R. (Elsevier BV, 2013-05-15)
Synthesis of a series of new conjugated electrochromic polymeric pyridinium salts containing main-chain triphenylamine and their electrochromic properties were demonstrated. All polymers exhibit intense UV absorptions at 336-338 nm in DMF and 340-343 nm in thin film form and fluorescence centered at 410-438 nm in DMF and 460-461 nm in thin film form. The electrochromic properties of the films were investigated by electrochemical and spectroelectrochemical methods. Reversible redox signals with stable electr...
The effect of benzo substitution on complexation of diaza 18-crown-6 ethers derivatives with NaClO4
Koylu, MZ; Demirel, N; Polat, FD; Yilmaz, A; Hosgoren, H; Balcı, Metin (Springer Science and Business Media LLC, 2005-06-01)
The complexation of the crown ethers with Na+ ion was studied. H-1-NMR chemical shifts are discussed in terms of structural modi. cation as well as also binding studies with UV-vis spectra were included.
Synthesis, crystal structure and characterization of new transition metal compounds of bromophenols: Bis(2,4,6-tribromophenolato) di(N-methylimidazole)M(II) (M=Co, Cu)
Camurlu, P; Yılmaz, Ayşen; Tatar, L; Kisakurek, D; Ulku, D (Wiley, 2005-03-01)
Bis(2,4,6-tribromophenolato)di(N-methyl imidazole)M(II), where M stands for cobalt and copper metals, was synthesized via reaction of the corresponding metal sulphate and 2,4,6-tribromophenolate in aqueous media in the presence of N-methyl imidazole and sodium hydroxide. Although various crystallization procedures were applied only cobalt complex was obtained as single crystals. The Co(II) ion has a distorted octahedral enviroment involving two O atoms and two N atoms of the Bis(2,4,6-tribromopbenolato)di(N...
Synthesis of conducting polysiloxane-polypyrrole graft copolymers
Gunaydin, O; Toppare, Levent Kamil; Yagci, Y; Harabagiu, V; Pintela, M; Simionescu, BC (Springer Science and Business Media LLC, 2002-02-01)
Polysiloxane-polypyrrole graft copolymers have been synthesized by a series of chemical reactions and subsequent electropolymerization. First, the hydrosilation of 4-vinyl aniline by dimethyl-methylhydrosiloxane copolymer gave the corresponding aminophenyl functional polydimethylsiloxane (PDMS-NH2). The side chain pyrrole functionalized. polysiloxanes were then prepared by the reaction of PDMS-NH2 with glycidylpyrrole. Finally, the synthesis of graft copolymers of polysiloxane and pyrrole has been achieved ...
A novel, simple, organic free preparation and characterization of water dispersible photoluminescent Cu2O nanocubes
Zahmakiran, Mehmet; Özkar, Saim; Kodaira, Tetsuya; Shiomi, Toru (Elsevier BV, 2009-02-15)
A novel method was developed for the organic and polymer free preparation of Cu2O nanocubes. Water-dispersible Cu2O nanocubes were prepared at room temperature by using a simple two steps procedure: the reduction of copper(II) sulfate by sodium borohydride generates the copper(O) nanoclusters stabilized by hydrogenphosphate towards the aggregation in aqueous solution. The hydrogen phosphate stabilized copper(0) nanoclusters initially formed are slowly oxidized by dissolved oxygen forming the Cu2O nanocubes ...
Citation Formats
N. Saki, B. Icli, O. Cevheroglu, and E. U. Akkaya, “Unexpected cyclization of dipyridyl-glycoluril in the presence of formaldehyde and strong acid: A new scaffold with a potential as an anion receptor,” JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, pp. 219–222, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/67506.