3878-80-6Relevant academic research and scientific papers
A convenient synthesis of triflate anion ionic liquids and their properties
Ignat'ev, Nikolai V.,Barthen, Peter,Kucheryna, Andryi,Willner, Helge,Sartori, Peter
experimental part, p. 5319 - 5338 (2012/08/28)
A solvent- and halogen-free synthesis of high purity triflate ionic liquids via direct alkylation of organic bases (amines, phosphines or heterocyclic compounds) with methyl and ethyl trifluoromethanesulfonate (methyl and ethyl triflate) has been developed. Cheap and non-toxic dimethyl and diethyl carbonate serve as source for the methyl and ethyl groups in the preparation of methyl and ethyl triflate by this invented process. The properties of ionic liquids containing the triflate anion are determined and discussed.
S-alkylation of thiacalixarenes: A long-neglected possibility in the calixarene family
Kundrat, Ondrej,Eigner, Vaclav,Dvorakova, Hana,Lhotak, Pavel
supporting information; scheme or table, p. 4032 - 4035 (2011/09/20)
Despite the high nucleophilicity of sulfur atoms, thiacalixarenes have been alkylated only on oxygen atoms thus far. Using strong alkylating agents (triflates, trialkyloxonium salts), the substitution of the sulfur bridges has been successfully accomplished. The corresponding sulfonium salts of thiacalix[4]arene are formed regio- and stereoselectively as a completely new type of substitution pattern in thiacalixarene chemistry. These compounds possess interesting conformational behavior and could be used as unusual alkylating agents with uncommon selectivity.
Arylation of sensitive 1-(Pyrrolidin-1-yl)-diazen-1-ium-diolate in ionic liquids
Velazquez, Carlos A.,Lynn, Geoffrey M.,Kumar, Vineet,Keefer, Larry K.,Malhotra, Sanjay V.
experimental part, p. 1322 - 1332 (2010/07/04)
The purpose of this research was to investigate the stability and reactivity of 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (PYRRO/NO) in dimethylformamide (DMF, as the reference solvent) and compare them to those obtained using different ionic liquids. The results of our experiments showed that PYRRO/NO is more stable (based on reactivity) in ionic liquid [EMIM][Ms] (with reaction yields up to 52%) than in DMF, that substitution products can be separated directly and quantitatively from the ionic liquid using a single flash-column separation, and that the ionic liquids can also be recovered and reused in a second iteration of the same reaction to achieve similar yields.
METHOD FOR PRODUCING ONIUM SALTS COMPRISING ALKYL ANIONS OR ARYL SULFONATE ANIONS OR ALKYL ANIONS OR ARYL CARBOXYLATE ANIONS HAVING A LOW HALIDE CONTENT
-
Page/Page column 26-27, (2008/06/13)
The invention relates to a method for producing onium salts comprising alkyl anions or aryl sulfonate anions or alkyl carboxylate anions or acryl carboxylate anions by reacting an onium halide with an alkyl silyl ester or trialkyl silyl ester of an alkyl sulfonic acid or aryl sulfonic acid or an alkyl carboxylic acid or aryl carboxylic acid or the anhydrides thereof.
TRIFLUOROMETHANESULPHONIC ACID AS A CATALYST FOR THE ETHYLATION OF BENZENE
Booth, Brian L.,Al-Kinany, Mohammed,Laali, Khosrow
, p. 2049 - 2056 (2007/10/02)
At room temperature and a pressure of ethene of 1 atm, anhydrous trifluoromethanesulfonic (triflic) acid is a more effective catalyst for the ethylation of benzene than AlCl3, FSO3H, and anhydrous H2SO4.It has an activity comparable to that found for a 1:1 mixture of FSO3H-SbF5, and under the most favourable conditions the yield of ethylbenzene is ca. 38percent based on the amount of benzene reacted.Although the initial rate of ethylation is rapid, the raction effectively ceases after 30-60 min depending on the reaction conditions.The reason for this has mainly been shown to be strong complexation of the triflic acid to polyethylbenzene derivatives in the catalyst layer, but also, in part to the competing formation of ethyl triflate, wich is inactive as an ethylating agent under the conditions used.
