358-23-6Relevant academic research and scientific papers
Dilithium bis[(perfluoroalkyl)sulfonyl]diimide salts as electrolytes for rechargeable lithium batteries
Geiculescu,Xie, Yuan,Rajagopal,Creager,DesMarteau
, p. 1179 - 1185 (2004)
A series of four different dilithium salts of structure F3 CSO2N(Li)SO2-(CF2)x -SO2N(Li)SO2CF3, with x = 2, 4, 6, 8 were synthesized and characterized in polyethylene-oxide-based solid polymer electrolytes. Each salt may be thought of as two bis[(perfluoroalkyl)sulfonyl]imide anions linked together by a perfluoroalkyl chain of a particular length. Taken together, this homologous series provides an opportunity to study the effects of linker chain length and degree of fluorination in dianionic (and ultimately polyanionic) salts on the properties, particularly the conductivity, of the salts in various solvating media. SPEs in polyethylene oxide were characterized using scanning calorimetry, X-ray diffraction, 1H and 19F NMR, and electrochemical impedance spectroscopy for SPEs prepared using ethylene-oxide-oxygen-to-lithium (EO:Li) ratios of 10:1 and 30:1. Trends in SPE ionic conductivity with anion structure revealed an unexpected trend whereby ionic conductivity is generally rising with increased length of the perfluoroalkylene linking group in the dianions. This trend could be the result of a decrease in dianion basicity that results in diminished ion pairing and an enhancement in the number of charge carriers with increasing anion fluorine content, thereby increasing ionic conductivity.
Intermolecular 2 + 2 Carbonyl-Olefin Photocycloadditions Enabled by Cu(I)-Norbornene MLCT
Flores, Daniel M.,Schmidt, Valerie A.
, p. 8741 - 8745 (2019)
Photocycloadditions are often typified by the oxetane-forming Paternò-Büchi reaction. However, the mechanistic constraints of carbonyl excitation and olefin interception have limited this attractive oxetane-forming pathway. Here we describe the use of a Cu(I) precatalyst that achieves selective olefin activation via coordination to the metal center. Significantly, this intermolecular 2 + 2 carbonyl-olefin photocycloaddition engages alkyl ketones, which are more challenging to accommodate via direct irradiation pathways. Mechanistic investigations support the in situ formation of a Cu-norbornene resting state that undergoes a MLCT leading to oxetane formation.
Synthesis of 1,3-dialkyl imidazolium ionic liquids containing difunctional and tetrafunctional perfluoroalkylsulfonyl imide anions
Hickman, Tom,Desmarteau, Darryl D.
, p. 11 - 15 (2012)
Direct methylation of imidazole using methylated difunctional or tetrafunctional perfluorosulfonyl imides renders excellent yields of the corresponding room temperature ionic liquids (RTILs). This methodology provides a simple, halide-free route to several novel RTILs containing multifunctional perfluorosulfonyl imide anions.
Silicon Tetrakis(trifluoromethanesulfonate): A Simple Neutral Silane Acting as a Soft and Hard Lewis Superacid
Driess, Matthias,Hermannsdorfer, André
supporting information, p. 13656 - 13660 (2021/05/03)
A facile synthesis and isolation of pristine silicon tetrakis(trifluoromethanesulfonate), Si(OTf)4, is reported, acting as the first neutral silicon-based Lewis superacid suitable towards soft and hard Lewis bases. Its OTf groups have a dual function: they are excellent leaving groups and modulate the degree of reactivity towards soft and hard Lewis bases. Exposed to soft Lewis donors, Si(OTf)4 leads to [L2Si(OTf)4] complexes (L=isocyanide, thioether and carbonyl compounds) with retention of all Si?OTf bonds. In contrast, it can cleave C?X bonds (X=F, Cl) of hard organic Lewis bases with a high tendency to form SiX4 (X=F, Cl) after halide/triflate exchange. Most notable, Si(OTf)4 allows a gentle oxydefluorination of mono- and bis(trifluoromethyl)benzenes, resulting in the formation of the corresponding benzoylium species, which are stabilized by the weakly coordinating [Si(OTf)6] dianion.
A method of manufacturing a sulfonic acid anhydride Fluoroalkanoic (by machine translation)
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Paragraph 0059-0061, (2017/02/23)
PROBLEM TO BE SOLVED: purpose of the present invention, and fluoroalkylsulfonic and by the reaction of phosphorus pentoxide, when manufacturing a fluoroalkylsulfonic anhydride, to provide a method for manufacturing a high yield. SOLUTION: the actual capacity 100L 1.0kW per power is less than the maximum, at least two or more axial blade kneader type reactor is used, and a sulfonic acid Fluoroalkanoic dephosphorizing pentoxide and kneaded by more than 40 °C 100 °C while , reaction, and, generating a fluoroalkylsulfonic anhydride is discharged, after the discharge of the residue in the reactor at a temperature of more than 100 °C 140 °C while kneading, unreacted fluoroalkylsulfonic recovered is discharged, and is characterized as a method of manufacturing a sulfonic acid anhydride Fluoroalkanoic. Selected drawing: no (by machine translation)
METHOD FOR PRODUCING FLUOROALKANESULFONIC ANHYDRIDE
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Paragraph 0059-0061, (2014/11/12)
Disclosed is a method for producing a fluoroalkanesulfonic anhydride, which is characterized by that a reaction is conducted while kneading a fluoroalkanesulfonic acid and diphosphorus pentoxide at a temperature that is 40 °C or higher and is lower than 100 °C by using a kneader-type reactor having a maximum power of 1.0 kW or greater per an actual capacity of 100 L and equipped with at least two-shaft blades, that the fluoroalkanesulfonic anhydride to be generated is discharged, and that, while the residue in the reactor after the discharge is kneaded at a temperature that is 100 °C or higher and is lower than 140 °C, the unreacted fluoroalkylsulfonic acid is discharged, recovered and reused as the raw material. It is possible by this method to obtain a fluoroalkanesulfonic anhydride with a high yield.
Interaction of acetonitrile with trifluoromethanesulfonic acid: Unexpected formation of a wide variety of structures
Salnikov, George E.,Genaev, Alexander M.,Vasiliev, Vladimir G.,Shubin, Vyacheslav G.
supporting information; experimental part, p. 2282 - 2288 (2012/04/10)
Interaction of acetonitrile with trifluoromethanesulfonic acid has been studied by multinuclear NMR and ESI-MS. It has been found that the interaction results in formation of a great variety of different cations and neutral compounds which is controlled by the ratio of CH3CN to TfOH. In the presence of an excess of the acid (molar ratio 1:8-14) diprotonated N-acetylacetamidine 1 is formed as the major product, which eventually transforms into protonated acetamidine 3 and acetic acid 4. At molar ratio of (1:1-2) diprotonated 2,4-dimethyl-6-methylidene-3H-1,3,5-triazine 12, tautomer of the diprotonated trimethyl-s-triazine 11, becomes the main product at an early stage of the reaction and diprotonated 1-(dimethyl-1,3,5-triazin-2-yl) prop-1-en-2-ol 15 at a later stage. In the case of a large excess of acetonitrile (4-20:1) trication 17 is formed as a result of the interaction between 11 and 12 along with some oligomers [(CH3CN) 3]n (n = 4-12). The Royal Society of Chemistry 2012.
PREPARATION OF SULFONIC ACID ANHYDRIDES
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Page/Page column 4, (2010/04/23)
Sulfonic acid anhydrides, and more particularly triflic anhydride, are prepared by reacting a sulfonic acid or a mixture of two sulfonic acids with a reactant exhibiting acid pseudohalide tautomerism and containing at least one carbon atom which is involved in the tautomerism bearing two halogen atom substituents.
PROCESS FOR PRODUCING TRIFLUOROMETHANESULFONIC ANHYDRIDE
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Page/Page column 4-5, (2008/12/06)
This method for producing trifluoromethanesulfonic anhydride reacting trifluoromethanesulfonic acid with phosphorus pentoxide to produce trifluoromethanesulfonic anhydride, wherein hardening of the reaction solution due to polyphosphoric acid, which is produced as a byproduct, is prevented by using an excess amount of trifluoromethanesulfonic acid with respect to the phosphorus pentoxide.
C-aryl glucoside SGLT2 inhibitors and method
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Page/Page column 8; 14; 15, (2008/06/13)
A compound of the formula I A method is also provided for treating diabetes and related diseases employing the above compound alone or in combination with another therapeutic agent.
