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Application of a Grubbs–Hoveyda Metathesis Catalyst Noncovalently Immobilized by Fluorous–Fluorous Interactions
Author(s) -
Michalek Florian,
Bannwarth Willi
Publication year - 2006
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200690080
Subject(s) - chemistry , catalysis , metathesis , ruthenium , salt metathesis reaction , ring closing metathesis , solvent , silica gel , ring opening metathesis polymerisation , tris , silyl ether , combinatorial chemistry , organic chemistry , silylation , polymer chemistry , polymerization , polymer , biochemistry
A Grubbs–Hoveyda metathesis catalyst bearing a tris(perfluoroalkyl)silyl tag for efficient noncovalent attachment to fluorous silica gel (FSG) was synthesized and employed in ring‐closing metathesis (RCM) reactions in CH 2 Cl 2 . After the reaction, a solvent switch to a polar system allowed for recovery of the catalyst by filtration and its reuse. The approach was demonstrated for a number of different substrates. Furthermore, it was shown that the application of this catalytic system yielded products with low ruthenium content.