52093-28-4 | Samarium(iii) trifluoromethanesulfonate

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Description

• Catalog Number: AB78906
• Chemical Name: Samarium(iii) trifluoromethanesulfonate
• CAS Number: 52093-28-4
• Molecular Formula: C3F9O9S3Sm
• Molecular Weight: 597.5673
• MDL Number: MFCD00192431
• SMILES: FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.[Sm+3]

Computed Properties

• Complexity: 145
• Covalently-Bonded Unit Count: 4
• Heavy Atom Count: 25
• Hydrogen Bond Acceptor Count: 18

Literature

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  Organic letters 20121102

• Synthesis of phenol derivatives from cyclohex-2-enones bearing an alkyne through Lewis acid-catalyzed enolization and intramolecular Alder-Rickert reaction.

  The Journal of organic chemistry 20121019

• Synthesis of highly substituted oxazoles through iodine(III)-mediated reactions of ketones with nitriles.

  Molecules (Basel, Switzerland) 20120913

• Michael addition/pericyclization/rearrangement--a multicomponent strategy for the synthesis of substituted resorcinols.

  Organic & biomolecular chemistry 20120821

• Superelectrophilic amidine dications: dealkylation by triflate anion.

  Angewandte Chemie (International ed. in English) 20120820

• Generation of polyfluoroaryl-fused H-pyrazolo[5,1-a]isoquinolines through a reaction of N'-(2-alkynylbenzylidene)hydrazide with polyfluoroarene.

  Chemistry, an Asian journal 20120801

• Comparison of different imidazolium supported ionic liquid polymeric phases with strong anion-exchange character for the extraction of acidic pharmaceuticals from complex environmental samples.

  Journal of separation science 20120801

• An unexpected silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with ketene.

  Chemical communications (Cambridge, England) 20120718

• Multigram-scale synthesis of an orthogonally protected 2-acetamido-4-amino-2,4,6-trideoxy-D-galactose (AAT) building block.

  Carbohydrate research 20120715

• Synthesis of cyclopropyl glycosides and their use as novel glycosyl donors.

  Carbohydrate research 20120715

• Complications of modeling glycosylation reactions: can the anomeric conformation of a donor determine the glycopyranosyl oxacarbenium ring conformation?

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• Hg(OTf)(2)-catalyzed direct vinylation of tryptamines and versatile applications for tandem reactions.

  Organic & biomolecular chemistry 20120607

• An efficient and recyclable catalyst for the cleavage of tert-butyldiphenylsilyl ethers.

  Carbohydrate research 20120601

• An unexpected silver triflate catalyzed reaction of 2-alkynylbenzaldehyde with 2-isocyanoacetate.

  Organic letters 20120601

• Silver triflate and palladium acetate co-catalyzed reaction of N'-(2-alkynylbenzylidene)hydrazide with N-allyl ynamide.

  Organic letters 20120601

• Silver triflate catalyzed tandem heterocyclization/alkynylation of 1-((2-tosylamino)aryl)but-2-yne-1,4-diols to 2-alkynyl indoles.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20120514

• Synthesis of pyridine and dihydropyridine derivatives by regio- and stereoselective addition to N-activated pyridines.

  Chemical reviews 20120509

• A carbaboranylmercuric salt catalyzed reaction; highly regioselective cycloisomerization of 1,3-dienes.

  Organic letters 20120504

• Generation of diverse 1-imidazolylisoquinolines via silver triflate-catalyzed reaction of 2-alkynylbenzaldoxime with imidazole.

  Molecular diversity 20120501

• Silver triflate-copper(II) acetate cooperative catalysis in a cascade reaction for concise synthesis of 2-carbonyl H-pyrazolo[5,1-a]isoquinolines.

  Chemical communications (Cambridge, England) 20120425

• Copper(II)/phenanthroline-mediated CD-enhancement and chiral memory effect on a meta-ethynylpyridine oligomer.

  Chemical communications (Cambridge, England) 20120404

• Development of new hydrogenations of imines and benign reductive hydroaminations: zinc triflate as a catalyst.

  ChemSusChem 20120401

• Significant contributions of ionic liquids containing tetrafluoroborate and trifluoromethanesulfonate to antagonisms and synergisms in multi-component mixtures.

  Journal of hazardous materials 20120330

• Efficient synthesis of β-enaminones and β-enaminoesters catalyzed by gold (I)/silver (I) under solvent-free conditions.

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• Enantioselective [4+2] cycloadditions of 2-vinyl-1H-indoles with 3-nitro-2H-chromenes catalyzed by a Zn(OTf)2/bis(oxazoline) complex: an efficient approach to fused heterocycles with a quaternary stereocenter.

  Chemistry, an Asian journal 20120305

• Palladium-catalyzed direct hydroxymethylation of aryl halides and triflates with potassium acetoxymethyltrifluoroborate.

  Organic letters 20120302

• Hg(OTf)2-catalyzed vinylogous semi-pinacol rearrangement leading to 1,4-dihydroquinolines.

  Organic letters 20120302

• Chemoselective synthesis of ketones and ketimines by addition of organometallic reagents to secondary amides.

  Nature chemistry 20120221

• Rhodium-catalyzed and zinc(II)-triflate-promoted asymmetric hydrogenation of tetrasubstituted α,β-unsaturated ketones.

  Organic letters 20120217

• Synthesis of pyrroles through a 4π-electrocyclic ring-closure reaction of 1-azapentadienyl cations.

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• Gold nanoparticle probes: design and in vitro applications in cancer cell culture.

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• Indium-mediated asymmetric Barbier-type propargylations: additions to aldehydes and ketones and mechanistic investigation of the organoindium reagents.

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• Construction of a six-membered fused N-heterocyclic ring via a new 3-component reaction: synthesis of (pyrazolo)pyrimidines/pyridines.

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• Evidence for in situ catalyst modification during the Pd-catalyzed conversion of aryl triflates to aryl fluorides.

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• Brønsted acid assisted activation of imide carbonyl group: regioselective synthesis of isoindoloisoquinolinone alkaloid (±)-nuevamine.

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• Reverse orthogonal strategy for oligosaccharide synthesis.

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• Highly diastereoselective vinylogous Mukaiyama aldol reaction of α-keto phosphonates with 2-(trimethylsilyloxy)furan catalyzed by Cu(OTf)2.

  Organic & biomolecular chemistry 20111007

• Telomere targeting with a new G4 ligand enhances radiation-induced killing of human glioblastoma cells.

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• A new type of bis(sulfonamide)-diamine ligand for a Cu(OTf)2-catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with nitroalkenes.

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• Reactivity switching and selective activation of C-1 or C-3 in 2,3-unsaturated thioglycosides.

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• Synthesis of γ-benzopyranone by TfOH-promoted regioselective cyclization of o-alkynoylphenols.

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• An efficient route to 1-aminoisoquinolines via AgOTf-catalyzed reaction of 2-alkynylbenzaldoxime with amine.

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• Proton transport in triflic acid pentahydrate studied via ab initio path integral molecular dynamics.

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• Triflic acid-mediated phenylation of N-acylaminoalkyl diethylacetals and N-acyl-2-phenyl cyclic amides.

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• Protolytic defluorination of trifluoromethyl-substituted arenes.

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• Silver triflate catalyzed reaction of 2-alkynylbenzaldoxime with aryne.

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• Synthesis of α-aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates.

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• Existence of optical phonons in the room temperature ionic liquid 1-ethyl-3-methylimidazolium trifluoromethanesulfonate.

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• N-Alkylpyridinium isotope quaternization for matrix-assisted laser desorption/ionization Fourier transform mass spectrometric analysis of cholesterol and fatty alcohols in human hair.

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• Electronic and vibrational spectra of some rare earth trifluoromethanesulfonates crystals.

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• 1H and 13C NMR spectra, structure and physicochemical features of phenyl acridine-9-carboxylates and 10-methyl-9-(phenoxycarbonyl)acridinium trifluoromethanesulphonates--alkyl substituted in the phenyl fragment.

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• Silver triflate and N-heterocyclic carbene co-catalyzed reaction of N'-(2-alkynylbenzylidene)hydrazide, methanol with alpha,beta-unsaturated aldehyde.

  Chemical communications (Cambridge, England) 20100914

• Metal trifluoromethanesulfonate-catalyzed regioselective acylation of myo-inositol 1,3,5-orthoformate.

  Chemical communications (Cambridge, England) 20100814

• The mimic of type II aldolases chemistry: asymmetric synthesis of beta-hydroxy ketones by direct aldol reaction.

  Chemical biology & drug design 20100801

• Anticancer activity of opened arene ruthenium metalla-assemblies.

  Dalton transactions (Cambridge, England : 2003) 20100614

• N,N'-dioxide-Cu(OTf)(2) complex catalyzed highly enantioselective amination reaction of N-acetyl enamide.

  Organic letters 20100521

• Tandem reactions of N'-(2-alkynylbenzylidene)hydrazides with silyl enolates: a facile route to H-pyrazolo[5,1-a]isoquinolines.

  Journal of combinatorial chemistry 20100510

• Multicomponent cascade transformation of D-glucal to furan-appended triazole glycoconjugates.

  The Journal of organic chemistry 20100507

• Catalytic asymmetric synthesis of 3-(alpha-hydroxy-beta-carbonyl) oxindoles by a Sc(III)-catalyzed direct aldol-type reaction.

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• Superelectrophiles and the effects of trifluoromethyl substituents.

  Journal of the American Chemical Society 20100317

• Dynamers at the solid-liquid interface: controlling the reversible assembly/reassembly process between two highly ordered supramolecular guanine motifs.

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• Stereoselective synthesis of highly functionalized alpha-diazo-beta-ketoalkanoates via catalytic one-pot Mukaiyama-Aldol reactions.

  Organic letters 20100219

• Zn(OTf)2-catalyzed reactions of ethenetricarboxylates with 2-aminobenzaldehydes leading to tetrahydroquinoline derivatives.

  The Journal of organic chemistry 20100219

• Hydroamination reactions by metal triflates: Brønsted acid vs. metal catalysis?

  Dalton transactions (Cambridge, England : 2003) 20100207

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  Dalton transactions (Cambridge, England : 2003) 20100121

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• Indium triflate-assisted nucleophilic aromatic substitution reactions of nitrosobezene-derived cycloadducts with alcohols.

  Organic letters 20100115

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  Angewandte Chemie (International ed. in English) 20100101

• Multistep microchemical synthesis enabled by microfluidic distillation.

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• Coordination of N-donor ligands to a uranyl(V) beta-diketiminate complex.

  Inorganic chemistry 20091221

• A new approach to switching of enantioselectivity in NHC-Cu-catalyzed conjugate addition of alkylzincs to cyclic enones.

  Chemical communications (Cambridge, England) 20091221

• Highly stereoselective synthesis of alpha-D-mannopyranosyl phosphosugars.

  The Journal of organic chemistry 20091218

• Enhancement of 5-aminopenta-2,4-dienals electrophilicity via activation by O,N-bistrifluoroacetylation. application to an N-acyl Pictet-Spengler reaction.

  The Journal of organic chemistry 20091218

• An enantiopure pseudo-C3-symmetric titanium triflate with propeller-like chirality as a catalyst for asymmetric sulfoxidation reactions.

  Dalton transactions (Cambridge, England : 2003) 20091214

• CE-ESI-MS analysis of singly charged inorganic and organic anions using a dicationic reagent as a complexing agent.

  Electrophoresis 20091101

• Zr-promoted linear coupling of alkynes to generate bis(allene)s.

  Chemical communications (Cambridge, England) 20091028

• Regio- and stereoselective indium triflate-mediated nucleophilic ring-opening reactions of 3-aza-2-oxabicyclo[2.2.1]hept-5-ene and -[2.2.2]oct-5-ene systems.

  The Journal of organic chemistry 20091016

• Trifluoromethanesulfonic acid-based proteomic analysis of cell wall and secreted proteins of the ascomycetous fungi Neurospora crassa and Candida albicans.

  Fungal genetics and biology : FG & B 20091001

• One-step transformation of tetrahydropyranyl ethers using indium(III) triflate as the catalyst.

  Chemical & pharmaceutical bulletin 20091001

• Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics.

  Journal of the American Chemical Society 20090916

• Ruthenium-catalyzed transformation of alkenyl triflates to alkenyl halides.

  Chemical communications (Cambridge, England) 20090914

• Use of comparative triazolinium triflate fragmentation rates as a tool to assay relative competency of Brønsted bases in N-->N proton transfer.

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• Use of 4-piperidones in one-pot syntheses of novel, high-molecular-weight linear and virtually 100%-hyperbranched polymers.

  Chemical communications (Cambridge, England) 20090807

• Fluorination of boronic acids mediated by silver(I) triflate.

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• AgOTf-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with alkyne.

  Chemical communications (Cambridge, England) 20090621

• Versatile Pd(OTf)2 x 2 H2O-catalyzed ortho-fluorination using NMP as a promoter.

  Journal of the American Chemical Society 20090610

• Effective synthesis of optically active trifluoromethyldiazirinyl homophenylalanine and aroylalanine derivatives with the Friedel-Crafts reaction in triflic acid.

  Bioscience, biotechnology, and biochemistry 20090601

• Direct alkylative Passerini reaction of aldehydes, isocyanides, and free aliphatic alcohols catalyzed by indium(III) triflate.

  The Journal of organic chemistry 20090515

• Dynamic measurements of aqueous lanthanide triflate-catalyzed reactions using luminescence decay.

  Journal of the American Chemical Society 20090513

• Catalytic enantioselective construction of all-carbon quaternary stereocenters by an organocatalytic Diels-Alder reaction of alpha-substituted alpha,beta-unsaturated aldehydes.

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• Indium-catalyzed C-S cross-coupling of aryl halides with thiols.

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• Cation-induced pi-stacking.

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• Lewis acid- and organocatalyst-cocatalyzed multicomponent reactions of 2-alkynylbenzaldehydes, amines, and ketones.

  Organic letters 20071122

• Cobalt-catalyzed cross-coupling of alkynyl Grignard reagents with alkenyl triflates.

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• Electrochemical generation of glycosyl triflate pools.

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• High-yielding one-pot synthesis of diaryliodonium triflates from arenes and iodine or aryl iodides.

  Chemical communications (Cambridge, England) 20070628

• TLXI, a novel type of xylanase inhibitor from wheat (Triticum aestivum) belonging to the thaumatin family.

  The Biochemical journal 20070501

• Evaluation of thioglycosides of Kdo as glycosyl donors.

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• Mild conditions for the synthesis of functionalized pyrrolidines via Pd-catalyzed carboamination reactions.

  Organic letters 20070201

• Stille/Diels-Alder reaction sequences: diversity-oriented access to novel steroids.

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• Silver(I) triflate-catalyzed direct synthesis of N-PMP protected alpha-aminopropargylphosphonates from terminal alkynes.

  Organic letters 20070104

• Cu2(OTf)2-catalyzed and microwave-controlled preparation of tetrazoles from nitriles and organic azides under mild, safe conditions.

  Angewandte Chemie (International ed. in English) 20070101

• AgOTf-catalyzed three-component reactions of 2-alkynylbenzaldehydes, amines, and diethylphosphite. An efficient route to 2,3-disubstituted-1,2-dihydroisoquinolin-1-ylphosphonates.

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  Meditsina truda i promyshlennaia ekologiia 20070101

• Odorless benzenethiols in synthesis of thioglycosides and its application for glycosylation reactions.

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• An efficient access to novel enantiomerically pure steroidal delta-amino acids.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20061106

• Hydroamination and hydroalkoxylation catalyzed by triflic acid. Parallels to reactions initiated with metal triflates.

  Organic letters 20060914

• Nickel-catalyzed coupling of alkenes, aldehydes, and silyl triflates.

  Journal of the American Chemical Society 20060906

• Determination of purity degree and counter-ion content in lecirelin by capillary zone electrophoresis and capillary isotachophoresis.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060901

• Aluminium(III) trifluoromethanesulfonate as an efficient catalyst for the intramolecular hydroalkoxylation of unactivated olefins: experimental and theoretical approaches.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20060816

• Design and synthesis of hydrophobic and chiral anions from amino acids as precursor for functional ionic liquids.

  Chemical communications (Cambridge, England) 20060807

• Magnesium bistrifluoromethanesulfonimide as a new and efficient acylation catalyst.

  The Journal of organic chemistry 20060721

• Biobased contents of biodegradable poly(epsilon-caprolactone) composites polymerized and directly molded using aluminium triflate from caprolactone with cellulose and inorganic filler.

  Macromolecular bioscience 20060714

• Zn(OTf)2-catalyzed cyclization of proparyl alcohols with anilines, phenols, and amides for synthesis of indoles, benzofurans, and oxazoles through different annulation mechanisms.

  The Journal of organic chemistry 20060623

• Hydrogen-deuterium exchange between TpRu(PMe3)(L)X (L = PMe3 and X = OH, OPh, Me, Ph, or NHPh; L = NCMe and X = Ph) and deuterated arene solvents: evidence for metal-mediated processes.

  Journal of the American Chemical Society 20060621

• Stereocontrolled synthesis of the D- and L-glycero-beta-D-manno-heptopyranosides and their 6-deoxy analogues. Synthesis of methyl alpha-l-rhamno-pyranosyl-(1-->3)-D-glycero-beta-D-manno-heptopyranosyl- (1-->3)-6-deoxy-glycero-beta-D-manno-heptopyranosyl-(1-->4)-alpha-L- rhamno-pyranoside, a tetrasaccharide subunit of the lipopolysaccharide from Plesimonas shigelloides.

  Journal of the American Chemical Society 20060621

• Pyrrole synthesis catalyzed by AgOTf or cationic Au(I) complexes.

  The Journal of organic chemistry 20060609

• In(OTf)3-catalyzed tandem nucleophilic addition and cyclization of ortho-alkynylarylaldimines to 1,2-dihydroisoquinolines.

  Angewandte Chemie (International ed. in English) 20060602

• Diastereopure Fe(II) and Zn(II) complexes derived from a tridentate N,N',N-bis(methyl-L-prolinate)-substituted pyridine ligand.

  Inorganic chemistry 20060515

• Operationally simple, efficient, and diastereoselective synthesis of cis-2,6-disubstituted-4-methylene tetrahydropyrans catalyzed by triflic acid.

  Organic letters 20060427

• Development of the Pictet-Spengler reaction catalyzed by AuCl3/AgOTf.

  The Journal of organic chemistry 20060317

• Catalytic asymmetric mannich-type reactions activated by ZnF2 chiral diamine in aqueous media.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20060123

• Regioselective indium(III) trifluoromethanesulfonate-catalyzed hydrothiolation of non-activated olefins.

  Chemical communications (Cambridge, England) 20060121

• Carbohydrate-derived amino-alcohol ligands for asymmetric alkynylation of aldehydes.

  Organic letters 20060119

• Sc(OTf)3-catalyzed indolylation of 1,2-allenic ketones: controlled highly selective synthesis of beta-indolyl-alpha,beta-unsaturetated (E)-enones and beta,beta-bisindolyl ketones.

  Organic letters 20051027

• Regioselective conversion of the secondary hydroxyl groups of D-glucuronic acid without the requirement of O-protecting groups.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20051021

• A mild and environmentally friendly scandium(III) trifluoromethanesulfonate-catalyzed synthesis of bis(3'-indolyl)alkanes and bis(3'-indolyl)-1-deoxyalditols.

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• Arylation reactions: the photo-S(N)1 path via phenyl cation as an alternative to metal catalysis.

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  Chemical & pharmaceutical bulletin 20050501

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