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Acidic ionic liquids based on phosphonium chloride and metal chlorides – recyclable media and catalysts in the Diels-Alder reaction

Janus E.

Polish Journal of Chemical Technology

2010

Vol. 12, nr 2

33-37

Acidic ionic liquids based on trihexyltetradecylphosphonium chloride . P 6.6.6.14 Cl and six different metal chlorides (YCl 3 , YbCl 3 , MgCl 2 , ZnCl 2 , CuCl 2 , InCl 3 ) were prepared. The molar fraction of metal chloride (X MClx ) used for the formation of acidic ionic liquids with P 6.6.6.14 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 �ż,s-unsaturated carbonyl compounds showed ionic liquids at X MClx.0.4. In general, the highest product yields and endo:exo ratios were achieved in the acidic ionic liquids formed from MgCl 2 , YCl 3 and YbCl 3 . 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.