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Lewis acids immobilized in ionic liquid – application for the acetal synthesis

100%
Janus E.
Polish Journal of Chemical Technology
|
2013
|
vol. 15
|
issue 3
78-80
EN
Catalytic systems composed of metal chloride (InCl3, ScCl3, YCl3, YbCl3, LaCl3, BiCl3, ZnCl3 and CuCl3) and 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)-imide, [C1C4Pyrr][NTf2] as ionic liquid were prepared. Catalytic activity of all the systems were compared in acetalization reaction between cyclohexanone and triethyl orthoformate. 1,1-Diethoxycyclohexane were formed with high yield and the selectivity at 0°C within 5 minutes. Selected metal chlorides immobilized in ionic liquid were recycled 5 times without a decrease in their activities
2
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Acidic ionic liquids based on phosphonium chloride and metal chlorides-recyclable media and catalysts in the Diels-Alder reaction

100%
Janus E.
Polish Journal of Chemical Technology
|
2010
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vol. 12
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issue 2
33-37
EN
Acidic ionic liquids based on trihexyltetradecylphosphonium chloride-P6.6.6.14 Cl and six different metal chlorides (YCl3, YbCl3, MgCl2, ZnCl2, CuCl2, InCl3) were prepared. The molar fraction of metal chloride (XMClx) used for the formation of acidic ionic liquids with P6.6.6.14 Cl was changed in the range from 0.3 to 0.5. The high catalytic activity in the Diels-Alder reaction of cyclopentadiene and various αβ-unsaturated carbonyl compounds showed ionic liquids at XMClx≤0.4. In general, the highest product yields and endo:exo ratios were achieved in the acidic ionic liquids formed from MgCl2, YCl3 and YbCl3. Thermogravimetric analysis suggested that the prepared ionic liquids were thermally stable up to nearly 400°C. Additionally, they could be reused with only little loss of catalytic activity after the 4th recycle.
3
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N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and Lewis acids - catalytic systems for Diels-Alder reaction

51%
Bittner B., Janus E., Milchert E.
Open Chemistry
|
2011
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vol. 9
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issue 1
192-198
EN
A comparative study of the Diels-Alder reactions between cyclopentadiene (1) and dienophiles (2 a–c) in N-hexylpyridinium bis(trifluoromethylsulfonyl)imide in a temperature range of 20–45°C is reported. The reaction rate constants and activation energies were calculated. Moreover, the catalytic systems based on N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and Lewis acids were tested as a reaction media to perform the Diels-Alder reaction. Yb, Y, Mg, Zn triflates and chlorides (0.005 to 0.1 mmol) were used as catalysts. The recycling of catalytic system consisted of YCl3 and ionic liquid was performed. [...]
4
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Ionic liquids - deanol derivatives as the Diels-Alder reaction solvents

51%
Janus E., Syguda A., Materna K.
Open Chemistry
|
2010
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vol. 8
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issue 5
1140-1146
EN
The Diels-Alder reaction between cyclopentadiene and dienophiles in deanol derivatives containing bis(trifluoromethylsulfonyl)imide anion as media have been studied. The effect of the substituents attached to the cation on the endo:exo selectivity as well as the reaction yield have been evaluated in the absence and presence of Lewis acid catalyst - Y(OTf)3. Catalytic activity of metal triflates and the recycling of chosen catalytic systems have also been investigated [...]
5
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Mg(OTf)2+ ionic liquid - recyclable catalytic system in diels-alder reaction

51%
Bittner B., Milchert E., Janus E.
|
EN
A comparative study of Diels-Alder reaction between cyclopentadiene and dimethyl maleate in catalytic system is reported. The catalytic system was formed from ionic liquid which was made of N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and magnesium trifluoromethanesulfonate. The yields, TONs, TOFs and endo:exo ratios were calculated. The optimal catalyst concentration was found in order to obtain the mixture of endo, exo isomers with the highest yields. Moreover recycling of the catalytic system consisting of Mg(OTf)2 (2 mol%) and ionic liquid was performed. The distillation was noticed to be a better product removal method than extraction by organic solvent, taking into consideration both the TON and TOF values.
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