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Volumn 348, Issue 1-2, 2006, Pages 93-100

Catalytic isomerization of allylic alcohols by (η6-p-cymene) -ruthenium(II) complexes in organic and aqueous media: New recyclable and highly efficient catalysts in water containing ammonium-functionalized ligands

Author keywords

Allylic alcohol; Ammonium ligands; Isomerization, recycling; Ruthenium; Water soluble

Indexed keywords


EID: 31544451285     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200505279     Document Type: Article
Times cited : (65)

References (63)
  • 1
    • 0000677232 scopus 로고
    • See, for example: a) C. J. Li, Chem. Rev. 1993, 93, 2023;
    • (1993) Chem. Rev. , vol.93 , pp. 2023
    • Li, C.J.1
  • 5
    • 0012219553 scopus 로고    scopus 로고
    • (Eds.: J. H. Clark, D. J. Macquarrie), Blackwell Publishing, Abingdon
    • See, for example: a) M. Lancaster, in: Handbook of Green Chemistry and Technology, (Eds.: J. H. Clark, D. J. Macquarrie), Blackwell Publishing, Abingdon, 2002;
    • (2002) Handbook of Green Chemistry and Technology
    • Lancaster, A.M.1
  • 34
    • 31544431691 scopus 로고    scopus 로고
    • European Patent Appl. 1979, 32
    • L. Kim, E. Timm, S. C. Tang, European Patent Appl. 1979, 32.
    • Kim, L.1    Timm, E.2    Tang, S.C.3
  • 45
    • 31544479742 scopus 로고    scopus 로고
    • note
    • If both the ruthenium complex and base loadings are lowered the reaction proceeds significantly slower. As an example, only 13% of 1-octen-3-ol (0.2 M THF, substrate/2b/KO-t-Bu = 5000/1/5) is isomerized after 5.5 hours.
  • 47
    • 31544454114 scopus 로고    scopus 로고
    • note
    • Catalytic isomerizations of 1-octen-3-ol into 3-octanone performed with 4a, 4b or 4c and KOH in water (substrate/Ru/base = 100/1/5; temperature = 75°C) require 20, 25 and 35 minutes, respectively, to be complete. Exactly the same results are obtained using a mixture of KOH (5 mol %) and tert-butanol (5 mol %), as co-catalyst.
  • 60
    • 9644262895 scopus 로고
    • 3]/phen/TsOH are shown to be active in the isomerization of allylic alcohols in a homogeneous water/organic solvent medium: a) H. Alper, K. Hachem, J. Org. Chem. 1980, 45, 2269;
    • (1980) J. Org. Chem. , vol.45 , pp. 2269
    • Alper, H.1    Hachem, K.2
  • 63
    • 31544473692 scopus 로고    scopus 로고
    • note
    • 2O) is quantitatively isomerized into 3-octanone in 30 min using 1 mol % of 4a and 5 mol % of KO-t-Bu.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.