메뉴 건너뛰기




Volumn , Issue 19, 2005, Pages 2948-2952

Immobilisation of the Grubbs III olefin metathesis catalyst with polyvinyl pyridine (PVP)

Author keywords

Catalysis; Immobilisation; Microwave assistance; Olefin metathesis; Polymer support; Ru catalyst

Indexed keywords

ALKENE; GLASS; POLYMER; POLYVINYL DERIVATIVE; PYRIDINE DERIVATIVE; RESIN; RUTHENIUM;

EID: 28844475534     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-918958     Document Type: Article
Times cited : (48)

References (72)
  • 7
    • 0033612175 scopus 로고    scopus 로고
    • For approaches where ruthenium impurities are removed by addition of various scavengers, see: (b) Maynard, H. D.; Grubbs, R. H. Tetrahedron Lett. 2000, 40, 4137.
    • (2000) Tetrahedron Lett. , vol.40 , pp. 4137
    • Maynard, H.D.1    Grubbs, R.H.2
  • 10
    • 28844509149 scopus 로고    scopus 로고
    • WO 2004/089974 A1 (2004, Boehringer Ingelheim International GmbH)
    • (e) For a recent example of use of biphasic extraction of ruthenium remains in preparation of hepatitis C antiviral agent BILN 2061, see: WO 2004/089974 A1 (2004, Boehringer Ingelheim International GmbH).
  • 42
    • 28844476027 scopus 로고    scopus 로고
    • in his Diploma thesis Hannover
    • Part of the work was described by K. Mennecke in his Diploma thesis (Hannover 2004).
    • (2004)
    • Mennecke, K.1
  • 46
    • 28844489371 scopus 로고    scopus 로고
    • note
    • 3 and finally dried under reduced pressure to yield PVP (4.85 mmol/g capacity).
  • 58
    • 28844444448 scopus 로고    scopus 로고
    • note
    • Indeed, this idea has been shown to be powerful for the immobilisation of enzymes using nickel NTA-linkers on sepharose for coordinatively trapping enzymes tagged with a His-tag.
  • 59
    • 28844479576 scopus 로고    scopus 로고
    • note
    • Preparation of Functionalised Poly vinyl Pyridines 6a and 6b. A suspension of ruthenium catalyst 5 (140 mg, 0.16 mmol; prepared according to ref. 16) and PVP (6a: 400 mg, 1.84 mmol; 6b: 373 mg, purchased from Acros) in toluene (3 mL) was shaken under argon at r.t. for 72 h. The polymer was filtered and washed with five portions of toluene (2 mL) to yield functionalised polymer 6 (polymer obtained by precipitation polymerisation: 510 mg, 0.15 mmol ruthenium; 96% and polymer from Acros: 477 mg, 0.09 mmol ruthenium; 80%).
  • 60
    • 28844492998 scopus 로고    scopus 로고
    • note
    • In comparison, treatment of catalyst 5 with pyridine yielded a new material which from mass spectrometric analysis does not contain bromine but which turned out to be highly unstable and quickly degraded under nitrogen even at -20 °C.
  • 61
    • 28844454892 scopus 로고    scopus 로고
    • note
    • th run (6 h; 4.8 mg, 22 μmol; 10%).
  • 62
    • 2942678732 scopus 로고    scopus 로고
    • Recently, Grubbs and coworkers were able to isolate a ruthenium-hydrido complex, formed as a thermal degradation product of catalyst 2 which could be made responsible for double-bond migration: Hong, S. H.; Day, M. W.; Grubbs, R. H. J. Am. Chem. Soc. 2004, 126, 7414.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 7414
    • Hong, S.H.1    Day, M.W.2    Grubbs, R.H.3
  • 72
    • 28844480411 scopus 로고    scopus 로고
    • note
    • (b) Reaction was carried according to the general procedure given for the metathesis reactions with polymer 6a. Additionally, 1-octene (5 mol%) was added to the reaction mixture to yield 2,5-dihydro-1-tosyl-1H-pyrole(15) in 35% instead of 96% without 1-octene.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.