42152-44-3Relevant academic research and scientific papers
Training a Constitutional Dynamic Network for Effector Recognition: Storage, Recall, and Erasing of Information
Holub, Jan,Vantomme, Ghislaine,Lehn, Jean-Marie
supporting information, p. 11783 - 11791 (2016/10/07)
Constitutional dynamic libraries (CDLs) of hydrazones, acylhydrazones, and imines undergo reorganization and adaptation in response to chemical effectors (herein metal cations) via component exchange and selection. Such CDLs can be subjected to training by exposition to given effectors and keep memory of the information stored by interaction with a specific metal ion. The long-term storage of the acquired information into the set of constituents of the system allows for fast recognition on subsequent contacts with the same effector(s). Dynamic networks of constituents were designed to adapt orthogonally to different metal cations by up- and down-regulation of specific constituents in the final distribution. The memory may be erased by component exchange between the constituents so as to regenerate the initial (statistical) distribution. The libraries described represent constitutional dynamic systems capable of acting as information storage molecular devices, in which the presence of components linked by reversible covalent bonds in slow exchange and bearing adequate coordination sites allows for the adaptation to different metal ions by constitutional variation. The system thus performs information storage, recall, and erase processes.
Copper mediated stereoselective synthesis of C-glycosides from unactivated alkynes
Kusunuru, Anil Kumar,Tatina, Madhubabu,Yousuf, Syed Khalid,Mukherjee, Debaraj
supporting information, p. 10154 - 10156 (2013/10/22)
A highly stereoselective rapid C-glycosylation reaction has been developed between glycal and unactivated alkynes in the presence of coppertriflate and ascorbic acid at low catalyst loading and at room temperature. A wide variety of glycals and aryl acetylenes participate in the reaction smoothly. TfOH generated during the reduction of Cu(OTf)2 by ascorbic acid may be the active catalyst for the glycosylation. The Royal Society of Chemistry 2013.
Copper(I)-catalyzed hydrophosphination of styrenes
Leyva-Pérez, Antonio,Vidal-Moya, Jose A.,Cabrero-Antonino, Jose R.,Al-Deyab, Salem S.,Al-Resayes, Saud I.,Corma, Avelino
, p. 362 - 367 (2011/02/17)
Hydrophosphination of styrenes has been accomplished with metal salts for the first time. (CuOTf)2·toluene complex is the catalyst of choice, but CuCl can also be used. "In-situ" EPR and NMR studies suggest Cu(I) as the catalytically active metal species, giving exclusively the anti-Markovnikov product. Phosphine oxides or β-ketophosphine oxides can be prepared in one-pot by oxidation with molecular oxygen.
Stereoselective cyclopropanation of serine- and threonine-derived oxazines to access new morpholine-based scaffolds
Sladojevich, Filippo,Trabocchi, Andrea,Guarna, Antonio
, p. 3328 - 3336 (2009/02/05)
A general strategy for the synthesis of novel, orthogonally protected scaffolds based on the unique 2-oxa-5-azabicyclo[4.1.0]heptane structure is presented. The described reaction sequence takes advantage of easily available starting materials such as serine and threonine and leads to stereochemically dense structures in few, high-yielding synthetic steps. We show how the stereochemistry can be easily tuned by starting from different β-hydroxy-α-amino acids and also by means of a transition metal-catalyzed cyclopropanation step. The compounds find application as constrained templates for the construction of geometrically diversified libraries of compounds.
Electrochemistry, Stability, and Alkene Complexation Chemistry of Copper(I) Triflate in Aqueous Solution. Potential for Use in Electrochemically Modulated Complexation-Based Separation Processes
Suzuki, Takayuki,Noble, Richard D.,Koval, Carl A.
, p. 136 - 140 (2008/10/09)
Copper(I) trifluoromethanesulfonate (CuOTf), which is insoluble in water, reacted with vinyl sulfonate anion (VS) to form a water soluble complex (concentrations > 0.1 M). Acidic CuOTf solutions prepared with relatively large VS/Cu(I) ratios were comparable in stability to solutions containing excess chloride ion. Reversible binding of alkenes (ethylene, 1,3-butadiene and 1-butene) to copper(I) in aqueous CuOTf/VS solutions was observed by 1H-NMR. The copper(I) displayed a competitive reaction with VS and the alkenes. This allowed the binding affinity of the alkenes to the copper(I) to be calculated based on the proton chemical shift for VS. The strength of alkene complexation followed the order ethylene > 1-butene ≈ 1,3-butadiene. The electrochemistry for the Cu(II/I) couple showed a quasi-reversible reaction that depended on acidity and the concentration of VS in the solution. Binding to copper(I) caused substantial amounts of the alkenes to be absorbed into CuOTf/VS solutions from the gas phase, especially at low [VS]/[Cu(I)] ratios. Calculations indicated that CuOTf in aqueous solution containing VS is superior to CuCl in chloride media for electrochemically modulated complexation-based separation of alkenes from alkanes.
DIE ELEKTROFLUORIERUNG VON CHLORMETHYLSULFOCHLORID
Sartori, P.,Habel, W.
, p. 265 - 276 (2007/10/02)
The electrochemical fluorination of ClCH2SO2Cl was studied.The main products were CF4, CF3Cl, SO2F2, SF6, CF3SO2F and ClCF2SO2F.Also minor amounts of CF3H and CF2HCl were formed as well as traces of CFH2Cl and CF2H2 under certain conditions.The yield of ClCF2SO2F increased with descending temperature, concentration and current density.
