203631-72-5Relevant academic research and scientific papers
Synthesis of molecular chains: phenylene thioether and sulfoxide oligomers
Vicente, José,Abad, José A.,López-Nicolás, Rosa M.
, p. 6281 - 6288 (2008/09/21)
The application of a general synthetic approach to prepare molecular chains is reported. It is based on a step-by-step method each consisting first in a Pd-catalyzed reaction between ArI and HXAr′Br (Ar=aryl, Ar′=arylene) to give ArXAr′Br followed by a Cu
Synthesis and properties of water-soluble asterisk molecules
Menger, Fredric M.,Azov, Vladimir A.
, p. 11159 - 11166 (2007/10/03)
An asterisk is comprised of six semirigid arms projecting from a benzene nucleus. In the case at hand, asterisks were synthesized with one, two, or three aromatic rings (connected by sulfur atoms) in each of the six arms. A phosphomonoester at the termini of each arm solubilized the asterisks in water. The colloidal properties of these amphiphilic molecules were investigated by UV-vis and fluorescence spectroscopy, calorimetry, light scattering, surface tensiometry, and pulse-gradient spin-echo NMR. Solubility, solubilization, metal binding, and micelle "seeding" experiments were also carried out. Chain-conformation and supramolecular assembly into remarkable molecular "scrolls" were investigated by X-ray analysis and electron microscopy, respectively. One of the more interesting properties of the asterisks is that they remain monomeric in water despite having as many as 19 hydrophobic aromatic rings exposed to the water. The reasons for this behavior, and the possibility of exploiting it for constructing enzyme models free from aggregation equilibria, are discussed.
Functionalized p-phenylene sulfides synthesis of new molecular wires
Pinchart, Alain,Dallaire, Carol,Gingras, Marc
, p. 543 - 546 (2007/10/03)
Molecular wires containing p-phenylene sulfide units were synthesized. They could be used in material sciences and in supramolecular chemistry. Wires having 2 to 6 phenyl rings were functionalized at one end by an SH or SMe group, and at the other end, by an OH, OMe or OiPr groups. Formation of Ar-S bonds in the chain was achieved by Pd- or Cu-catalyzed couplings of aromatic thiols with aromatic halides. Conditions for a clean chemoselective deprotection of thiols from thiomethyl groups were developed.
