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Metathesis of 1‐Octene in Ionic Liquids and Other Solvents: Effects of Substrate Solubility, Solvent Polarity and Impurities
Author(s) -
Stark Annegret,
Ajam Mariam,
Green Mike,
Raubenheimer Helgard G.,
Ranwell Alta,
Ondruschka Bernd
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200606174
Subject(s) - chemistry , ionic liquid , solubility , impurity , tricyclohexylphosphine , inorganic chemistry , solvent , substrate (aquarium) , 1 octene , catalysis , metathesis , polarity (international relations) , organic chemistry , chemical engineering , polymerization , biochemistry , oceanography , polymer , ethylene , phosphine , engineering , cell , geology
With the self‐metathesis of 1‐octene to 7‐tetradecene catalyzed by Grubbs 1 st generation [benzylidene‐bis(tricyclohexylphosphine)dichlororuthenium, ( 1 )] precursor at low concentrations (0.02 mol %) as basis, the effects of the solubility of the substrate in ionic liquids, the solvent polarity, as well as the influence of various impurities stemming from the preparation of ionic liquids have been investigated. The solubility of the substrate in the ionic liquid has little effect on the conversion, and the reaction is not mass‐transfer limited. While a higher polarity of an organic solvent increases the rate, it is independent of the polarity excerted by the cation of an ionic liquid. Of paramount importance for reproducible results is the purity of ionic liquids. An extensive study shows that catalyst deactivation by impurities increases in the order of water