calixarenes and naphthalene

Formation of the first binary stacks of an intact organocopper aggregate with the arenes naphthalene and 2,2'-bithiophene is reported; crystallographic data suggest that the supramolecular assembly process is supported by Cu-pi, Cu-S, and perfluoroarene-arene pi-interactions.

Topics: Calixarenes; Copper; Crystallography, X-Ray; Macromolecular Substances; Models, Molecular; Molecular Structure; Naphthalenes; Organometallic Compounds; Thiophenes

A novel silica-bonded stationary phase containing a functionalized resorcinarene selector was prepared by a straightforward synthesis. The complete modification of all resorcinic hydroxyl groups was achieved by reaction with isopropyl isocyanate. The derivatized resorcinarene selector was subsequently immobilized via the four alkenyl chains containing a terminal double bond by a free radical-induced reaction on mercaptopropyl-functionalized silica. A comprehensive characterization of the resulting bonded stationary phase was carried out by solid state NMR, IR and elemental analysis. The resulting selector is defined as a "polar headed" reversed phase since the highly ordered polar carbamate groups of the new stationary phase are located, compared to conventional polar embedded stationary phases, at a greater distance from the silica surface. Thus a new concept is introduced in the field of polar modified reversed-phase HPLC. The properties of the novel stationary phase are demonstrated by comparison with commercially available reversed phases.

Topics: Anthracenes; Calixarenes; Chromatography, High Pressure Liquid; Isotopes; Naphthalenes; Nuclear Magnetic Resonance, Biomolecular; Phenol; Phenylalanine; Silicon; Silicon Dioxide; Spectrophotometry, Infrared; Spectroscopy, Fourier Transform Infrared

[reaction: see text] Calix[4]arenes bearing one, two, or four 1,8-naphthyl imide groups at the wide rim and bis-calix[4]arenes connected via perylene-bisimide dye spacers have been synthesized. The low-temperature NMR spectrum of the tetranaphthylimide suggests, in agreement with a crystal structure, a C2-symmetrical pinched cone conformation stabilized via face-to-face pi-pi interactions between opposite naphthylimide groups. UV-vis and fluorescence studies have been carried out for the perylene bis-calix[4]arene dyes.

Topics: Calixarenes; Coloring Agents; Fluorescent Dyes; Imides; Molecular Structure; Naphthalenes; Perylene; Phenols