Search results for "Sulfonium"
showing 10 items of 14 documents
Exploring reactivity of a bis-sulfonium zirconocene-ate dimer: synthesis of various zwitterionic phosphonium anionic zirconocene complexes
2007
Abstract Formal [3+2] cycloaddition reactions between the bis-sulfonium zirconocene-ate dimer 1a and methylpropiolate, benzaldehyde and carbon disulfide afforded stable zwitterionic phosphonium zirconocene-ate complexes 2–4, respectively, with two orthocondensed five-membered heterocycles. X-ray crystal structure of 4 has been determined. Elemental chalcogens (S, Se, Te) gave rise also to a new variety of five-coordinate zirconium(IV) complexes (5–7) by a formal [3+1] cycloaddition reaction. In these bicyclic zirconates, sulfur is included in a five-membered ring while the second chalcogen is in a four-membered one.
Potent SARS-CoV-2 mRNA Cap Methyltransferase Inhibitors by Bioisosteric Replacement of Methionine in SAM Cosubstrate
2021
Viral mRNA cap methyltransferases (MTases) are emerging targets for the development of broad-spectrum antiviral agents. In this work, we designed potential SARS-CoV-2 MTase Nsp14 and Nsp16 inhibitors by using bioisosteric substitution of the sulfonium and amino acid substructures of the cosubstrate S-adenosylmethionine (SAM), which serves as the methyl donor in the enzymatic reaction. The synthetically accessible target structures were prioritized using molecular docking. Testing of the inhibitory activity of the synthesized compounds showed nanomolar to submicromolar IC50 values for five compounds. To evaluate selectivity, enzymatic inhibition of the human glycine N-methyltransferase invol…
Use of alkylarsonium directing agents for the synthesis and study of zeolites
2019
[EN] Expanding the previously known family of -onium (ammonium, phosphonium, and sulfonium) organic structure-directing agents (OSDAs) for the synthesis of zeolite MFI, a new member, the arsonium cation, is used for the first time. The new group of tetraalkylarsonium cations has allowed the synthesis of the zeolite ZSM-5 with several different chemical compositions, opening a route for the synthesis of zeolites with a new series of OSDA. Moreover, the use of As replacing N in the OSDA allows the introduction of probe atoms that facilitate the study of these molecules by powder X-ray diffraction (PXRD), solid-state nuclear magnetic resonance (MAS NMR), and X-ray absorption spectroscopy (XAS)…
Phosphororganische Verbindungen, 65. Die selektive Abspaltung von Allylgruppen aus Allylphosphonium‐, ‐arsonium‐ und ‐sulfoniumsalzen und aus Allylsu…
1970
KCN spaltet Allylphosphonium-, -arsonium- und -sulfoniumsalze in Methacrylnitril und tertiare Phosphine, tertiare Arsine und Thioather auf. Durch alternierende Cyanolyse und Quartarisierung konnen Phosphonium- und Arsoniumsalze mit vier verschiedenen Liganden aufgebaut werden. Allylammoniumsalze, Allylphosphinoxide und -phosphonsaureester konnen nicht gespalten werden. Dagegen liefern Allylsulfone mit KCN in guten Ausbeuten Methacrylnitril und Sulfinsauren. Organic Phosphorus Compounds, 65. The Selective Elimination of Allyl Groups from Allylphosphonium, -arsonium and -sulfonium Salts and from Allyl sulfones by Cyanolysis KCN cleaves allylphosphonium, -arsonium, and -sulfonium salts to give…
Inhibitoren der Korrosion 10 (1). Nachweis der Sekundärinhibition durch Allyl-triphenyl-phosphonium- bzw. arsoniumbromid und N-Allyl-chinaldiniumbrom…
1971
Triphenyl-allyl-phosphonium- (1) und -arsoniumsalze (2) sowie Allyl-chinaldinium-bromid (4) sind Korrosionsinhibitoren mittlerer Wirksamkeit. Sie werden von Carbonyleisenpulver im sauren Medium zu Triphenylphosphin bzw. Triphenylarsin bzw. Chinaldin reduziert. Triphenylphosphin und Triphenylarsin, die sich als Schicht auf dem Carbonyleisenpulver befinden, konnen nach Extraktion dunnschichtchromatographisch identifiziert werden. Die Allylgruppe wird aus den Verbindungen 1, 2 und 4 durch Eisen als Propen, Propan und wahrscheinlich als Cyclopropan abgelost. Die gaschromatographisch bestimmten Mengen an Kohlenwasserstoffen stehen in guter Ubereinstim-mung mit den gravimetrisch ermittelten Werte…
Design, Synthesis, and Biological Evaluation of Novel Fluorinated Ethanolamines
2011
The preparation of novel fluorinated allylamines and their use as key fragments for the stereoselective synthesis of hydroxyethyl secondary amine (HEA)-type peptidomimetics is described. Our strategy employs chiral sulfinyl imines as synthesis intermediates, by treatment of hemiaminal precursors with two equivalents of vinylmagnesium bromide. The subsequent oxidation of the allylic amines to the corresponding epoxides was achieved by treatment with methyl(trifluoromethyl)dioxirane. Finally, epoxide ring opening with a range of nitrogen nucleophiles provided a library of HEA-derived peptidomimetics with a phenyldifluoromethylene moiety. The biological evaluation of these derivatives revealed…
Oxidation-responsive and "clickable" poly(ethylene glycol) via copolymerization of 2-(methylthio)ethyl glycidyl ether
2016
Poly(ethylene glycol) (PEG) is a widely used biocompatible polymer. We describe a novel epoxide monomer with methyl-thioether moiety, 2-(methylthio)ethyl glycidyl ether (MTEGE), which enables the synthesis of well-defined thioether-functional poly(ethylene glycol). Random and block mPEG-b-PMTEGE copolymers (Mw/Mn = 1.05-1.17) were obtained via anionic ring opening polymerization (AROP) with molecular weights ranging from 5 600 to 12 000 g·mol-1. The statistical copolymerization of MTEGE with ethylene oxide results in a random microstructure (rEO = 0.92 ± 0.02 and rMTEG E = 1.06 ± 0.02), which was confirmed by in situ 1H NMR kinetic studies. The random copolymers are thermorespon…
Synthesis of trans-disubstituted-2,3-dihydrobenzofurans by a formal [4 + 1] annulation between para-quinone methides and sulfonium salts
2018
An efficient protocol for the synthesis of trans-disubstituted-2,3-dihydrobenzofurans through [4 + 1] annulation of para-quinone methides with sulfonium salts has been developed. Under very mild conditions this unprecedented reaction occurs in good to excellent yields (up to 99%), offering a straightforward access to a variety of 2,3-dihydrobenzofurans.
STUDIEN ZUM VORGANG DER WASSERSTOFFÜBERTRAGUNG 731HYDROGENOLYSESTUDIEN VON SCHWEFEL-UND PHOSPHOR-VERBINDUNGEN AN RANEY-NICKEL (Ra-Ni)—EINE MATERIALSA…
1985
Abstract The desulfurization and dephosphorization with Raney-Nickel (Ra-Ni) is investigated under standard conditions using the following types of compounds: Mercaptanes. thioethers, di- and trisulfides, sulfonium salts, sulfoxides, sulfones, sulfonic acid derivatives, bidental thioethers before and after the chelation, tertiary phosphines and phosphites, phosphonium salts and amidophosphonium salts, phosphine-metal-complexes, model compounds containing sulfur and phosphorus in the same molecule and samples of aerosil the surface of which is modified with S- and P-functions. The degree of the desulfurization and dephosphorization is dependent on the amount and availability of the “structur…
Recent studies on RR′S·C2B9H11 charge-compensated ligands
2002
Abstract In this paper we report the synthesis of three new carborane derivatives of the series 7,8-R,R′-10-L-7,8-C2B9H9 (R=R′=H, L=SEtPh; R=CH3, R′=H, L=SMe2 and L=SEt2) along with the enhanced characterization of formerly described compounds 7,8-R,R′-10-L-7,8-C2B9H9 (R=R′=H, L=SMe2 (1), L=SEt2 (2) and L=S(CH2)4 (3)). They have been fully characterised using 1H-, 11B- and 13C-NMR spectroscopy. Their bridging proton resonances have been located for the first time. Individual sulfonium substituent contributions have been calculated that have permitted to establish a rule to predict its position in the 1H-NMR spectrum. The crystal structures of 1 and 3 have been resolved for the first time. T…