Cross-metathesis of unsaturated natural oils with 2-butene. High conversion and productive catalyst turnovers

Chemical Communications

Volumn , Issue 44, 2005, Pages 5546-5547

  Patel, Jim ^a   Elaridi, Jomana ^a   Jackson, W Roy ^a   Robinson, Andrea J ^a   Serelis, Algirdas K ^b   Such, Chris ^b  

^a MONASH UNIVERSITY   (Australia)

^b DuluxGroup (Australia)   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ALKENE DERIVATIVE; RUTHENIUM DERIVATIVE; TRIACYLGLYCEROL;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS;

EID: 28244447424     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b511626k     Document Type: Article

References (21)

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13. A Schlenk tube under an argon atmosphere was equipped with a magnetic stirrer bar and placed in a cold-bath set at -5 °C. The tube was charged with triolein or natural oil and cis-2-butene. The reaction was started by the addition of a freshly prepared solution of catalyst in dichloromethane (∼20 μL). The reaction mixture was monitored by removal of 50 μL samples using a pre-cooled gas-tight syringe. Each sample was quenched by addition to a solution of ethyl vinyl ether (100 μL) in dichloromethane (1 mL), transesterified with methanol by conventional means and analysed by GC.
14. High conversion and selectivity were achieved with 1 when the reaction was conducted in an autoclave at 50 °C.
15. At maximum conversion the trans/cis ratios for 2-undecene and 9-undecenoate chains were found to be 4.66 and 4.54 respectively.
16. Each of the oils was degassed and purified by passage through activated alumina prior to use.
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