Ruthenium catalysts bearing chelating carboxylate ligands: application to metathesis reactions in water

Tetrahedron

Volumn 66, Issue 5, 2010, Pages 1051-1056

  Gawin, Rafał ^a   Czarnecka, Patrycja ^a,b   Grela, Karol ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^b WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Aqueous media; Carbene complex; Green chemistry; Olefin metathesis; Ruthenium

Indexed keywords

ALKENE; CARBENE; CARBOXYLIC ACID; RUTHENIUM COMPLEX; SURFACTANT; WATER;

AIR; AQUEOUS SOLUTION; ARTICLE; CATALYST; CHELATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; PRIORITY JOURNAL; REACTION ANALYSIS; RING CLOSING METATHESIS; ROOM TEMPERATURE;

EID: 73149085510     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.11.009     Document Type: Article

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30. Adding catalyst and substrates to vial simply starts the reaction before addition of water. We observed, that in the case of reactive substrates mixed with a catalyst, the reaction is already in advanced stage before water was added. This protocol can lead to false positive results and therefore should be avoided.
31. Addition of a vinyl ether, which quench the reaction, assures that the metathesis occurred only in water emulsion, and not in an organic solvent used during workup. Indeed, in numerous cases when the quenching agent was not added, we observed higher (but false) conversions.