Main > ORGANIC CHEMICALS > Ionic Liquids Reactions. > Diene Ring-Closing Metathesis

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METHOD Chemists at Co. demonstrated that [bmim][PF6] & related IONIC LIQUIDS are effective media for RING-CLOSING METATHESIS of DIENES using neutral ruthenium carbene catalysts:

(Cl)2[P(Cy)3]2Ru=CH-Ph; Cy = cyclohexyl



The catalysts used were discovered years ago by Grubbs Robert H., chemistry prof at California Institute of Technology.
They are a family of highly reactive Ru complexes that are tolerant of most organic functional groups & asre stable in air & water. The catalysts are used widely not only for ring-closing metathesis but also to prepare polymers from cyclic alkenes by ring-opening metathesis polymn.

“The use of Grubbs catalysts in INDUSTRIAL processes is severely hampered by the resulting Ru contamination in ring-closed prodt”.

The present work shows that ionic liquids such as [bmim][PF6] significantly reduce this contamination. “The ring-closed prodt is easily extracted from the ionic liquid using DIETHYL ETHER, without extracting the catalyst. As a result, it is possible to reuse the catalyst & the ionic liquid for at least 3 cycles”
The researchers established the general applicability of the technique by carrying out ring-closing metathesis of several dienes in [bmim][PF6]. They showed that conversions in ionic liquids were equal to, if not better than, conversion in traditional solvents such as CH2Cl2 or toluene. For example the group achieved 100% yield for the metathesis of DIETHYL DIALLYL
MALONATE to the corresponding CYCLOPENTENE.
UPDATE 03.02
AUTHOR This data is not available for free
LITERATURE REF. This data is not available for free

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