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Volumn , Issue 9, 1998, Pages 1291-1295

Catalytic and structural features of hydroxy and methoxy groups as hemilabile coordinating ligands in chiral (diphosphane)rhodium(i) hydrogenation catalysts

Author keywords

Asymmetric catalysis; Hemilabile ligand; Hydrogenations; Hydroxy phosphane; Methoxy phosphane

Indexed keywords

ENANTIOSELECTIVITY; HYDROGENATION; INDIUM COMPOUNDS; LIGANDS; RHODIUM COMPOUNDS; TEMPERATURE;

EID: 0000982801     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0682(199809)1998:9<1291::AID-EJIC1291>3.0.CO;2-L     Document Type: Article
Times cited : (45)

References (53)
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    • Recently, Imamoto advocated the idea that the cooperative effect of the methoxy group in the (DIPAMP)Rh catalyst is based on purely steric grounds: T. Imamoto, H. Tsuruta, Y. Wada, H. Masuda, K. Yamaguchi, Tetrahedron Lett. 1995, 36, 8271-8274.
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    • Already one hydroxy group in a chiral (diphosphane)Rh complex is sufficient to achieve in the asymmetric hydrogenation in water in the presence of amphiphiles a dramatic increase of the enantioselectivity: R. Selke, J. Holz, A. Riepe, A. Börner. Chem. Eur. J. 1998, 4, 769-771.
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    • The amount of methanesulfonic acid (85 ml) given in the original paper for the cleavage of the acetal is to be corrected to 85 μl
    • [13b] The amount of methanesulfonic acid (85 ml) given in the original paper for the cleavage of the acetal is to be corrected to 85 μl.
  • 40
    • 85163236302 scopus 로고    scopus 로고
    • The results of the hydrogenation were identical for the COD and the NBD complex
    • The results of the hydrogenation were identical for the COD and the NBD complex.
  • 42
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    • unpublished, structure representation: Schakal-92 E. Keller, Universität Freiburg
    • 2 (SHELXL-93: G.M. Sheldrick, unpublished), structure representation: Schakal-92 (E. Keller, Universität Freiburg, 1992).
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  • 43
    • 85163236780 scopus 로고    scopus 로고
    • 2 (all data) = 0.143, 397 parameters
    • 2 (all data) = 0.143, 397 parameters.
  • 44
    • 85163239851 scopus 로고    scopus 로고
    • note
    • 2 (all data) = 0.149, 401 parameters. - Crystallographic data (excluding structure factors) for the structures reported have been deposited with the Cambridge Crystallographic Centre as supplementary publication no. CCDC-100869. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ (Fax: int. code + 44-1223/336-033; E-mail: deposit@-ccdc.cam.ac.uk).
  • 45
    • 85163237848 scopus 로고    scopus 로고
    • -1[11]. Therefore, we tentatively attribute the band observed at the longer wavelength to the Rh-coordinated hydroxy group
    • -1[11]. Therefore, we tentatively attribute the band observed at the longer wavelength to the Rh-coordinated hydroxy group.
  • 49
    • 85163237841 scopus 로고    scopus 로고
    • The distance between the oxygen and the rhodium atom is larger than 3.5 Å
    • The distance between the oxygen and the rhodium atom is larger than 3.5 Å.
  • 50
    • 85163239424 scopus 로고    scopus 로고
    • [14] the stablization of the seven-membered chelate is provided by the rigid 1,3-dioxolane ring. Simultaneously, due to this construction both oxygen atoms are not available for the interaction with the metal center
    • [14] the stablization of the seven-membered chelate is provided by the rigid 1,3-dioxolane ring. Simultaneously, due to this construction both oxygen atoms are not available for the interaction with the metal center.
  • 51
    • 85163237091 scopus 로고    scopus 로고
    • In case of the HO-bearing complex attractive interactions between hydroxy and carboxylic group of the substrate may contribute to the improved stereoselection, however, up to now all attempts to obtain spectroscopical evidence for these interactions in methanol failed
    • In case of the HO-bearing complex attractive interactions between hydroxy and carboxylic group of the substrate may contribute to the improved stereoselection, however, up to now all attempts to obtain spectroscopical evidence for these interactions in methanol failed.
  • 52
    • 85163236495 scopus 로고    scopus 로고
    • [6a] electrostatic interactions may become more dominant at certain steps
    • [6a] electrostatic interactions may become more dominant at certain steps.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.