20754-21-6Relevant articles and documents
Moisture stable ambient temperature ionic liquids: Solvents for the new millennium. 1. The Heck reaction
Howarth, Joshua,Dallas, Andrea
, p. 851 - 855 (2000)
In this paper we report examples of the Heck reaction in the new moisture stable ambient temperature ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim]PF6). We have found that the yield of product is comparable with Heck react
Identification of a potent botulinum neurotoxin A protease inhibitor using in situ lead identification chemistry
Boldt, Grant E.,Kennedy, Jack P.,Janda, Kim D.
, p. 1729 - 1732 (2006)
Botulinum neurotoxins (BoNTs), etiological agents of the deadly food poisoning disease botulism, are the most toxic proteins currently known. By using in situ lead identification chemistry, we have uncovered the first class of inhibitors that displays nanomolar potency. From a 15 μM lead compound, structure-activity relationship studies were performed granting the most potent BoNT/A inhibitor reported to date that displays an inhibition constant of 300 nM.
Z-Selective phosphine promoted 1,4-reduction of ynoates and propynoic amides in the presence of water
Drikermann, Denis,Kupfer, Stephan,Seifert, Fabian,Steinmetzer, Johannes,Vilotijevic, Ivan,Zi, You
supporting information, p. 6092 - 6097 (2021/07/21)
Phosphine-mediated reductions of substituted propynoic esters and amides in the presence of water yield the partially reduced α,β-unsaturated esters and amides with highZ-selectivity. The competitivein situ ZtoE-isomerization of the product in some cases lowers theZtoEratios of the isolated α,β-unsaturated carbonyl products. Reaction time and the amounts of phosphine and water in the reaction mixture are the key experimental factors which control the selectivity by preventing or reducing the rates ofZ- toE-product isomerization. Close reaction monitoring enables isolation of theZ-alkenes with high selectivities. The computational results suggest that the reactions could be highlyZ-selective owing to the stereoselective formation of theE-P-hydroxyphosphorane intermediate.
Immobilizing palladium on melamine-functionalized magnetic nanoparticles: An efficient and reusable phosphine-free catalyst for Mizoroki–Heck reaction
Aryanasab, Fezzeh,Shabanian, Meisam,Laoutid, Fouad,Vahabi, Henri
, (2021/02/22)
A highly efficient and stable heterogeneous catalyst was successfully prepared by anchoring palladium(0) onto melamine-functionalized Fe3O4 magnetic nanoparticles (MNPs-Mel-Pd). With the aid of amine functional groups, melamine was covalently bonded on epoxy functionalized magnetic nanoparticles and then Pd(0) was immobilized on this support with high dispersion. The prepared nanocatalyst exhibits excellent catalytic activity for C-C cross coupling (Mizoroki–Heck) of various aryl halides (iodide, bromides, and chrlorides) with olefins under mild reaction condition in relatively short reaction times. The synthesized nanocatalyst was characterized using Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), vibrating sample magnetometer (VSM), and X-ray photoelectron spectroscopy (XPS) techniques. The loading level of Pd in MNPs-Mel-Pd catalyst was measured to be 1.26 × 10?3 mol g?1 by atomic absorption spectroscopy (AAS). In addition, the catalyst can be easily separated and recovered from the reaction mixture by using an external magnet. The heterogeneity of the catalyst was confirmed by the hot filtration test, which was reused for at least six times under the optimized conditions without any significant loss of its activity.
