Poly(fluoroalkyl acrylate)-bound ruthenium carbene complex: a fluorous and recyclable catalyst for ring-closing olefin metathesis.
The synthesis of a fluorous olefin metathesis catalyst derived from the Grubbs second-generation ruthenium carbene complex is described. The air stable fluorous polymer-bound ruthenium carbene complex 1 shows high reactivity in effecting the ring-closing metathesis of a broad spectrum of diene and enyne substrates leading to the formation of di-, tri-, and tetrasubstituted cyclic olefins in minimally fluorous solvent systems (PhCF3/CH2Cl2, 1:9-1:49 v/v). The catalyst can be readily separated from the reaction mixture by fluorous extraction with FC-72 and repeatedly reused. The practical advantage offered by the fluorous catalyst is demonstrated by its sequential use in up to five different metathesis reactions.
Yao
Qingwei
Q
Department of Chemistry and Biochemistry, The Michael Faraday Laboratories, Northern Illinois University, DeKalb, Illinois 60115, USA. qyao@niu.edu
Zhang
Yiliang
Y
D000179:Acrylates / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003516:Cycloparaffins / Q000138:chemical synthesis*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*
D000179:Acrylates; D000475:Alkenes; D003516:Cycloparaffins; D006845:Hydrocarbons, Fluorinated; D012428:Ruthenium