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Volumn 42, Issue 15, 2003, Pages 1725-1727

Efficient asymmetry generation in the synthesis of oxo-rhenium(v) complex cis-[ReOCl2{OCMe2CMe2OP (OCMe2CMe2O)}py]

Author keywords

Asymmetric amplification; Autocatalysis; Chiral resolution; Configuration determination; Rhenium

Indexed keywords

CATALYSTS; CRYSTALLIZATION; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL);

EID: 0037879283     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200219501     Document Type: Article
Times cited : (27)

References (40)
  • 3
    • 0003445429 scopus 로고    scopus 로고
    • (Eds.: E. Njacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin
    • c) Comprehensive Asymmetric Catalysis (Eds.: E. Njacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999.
    • (1999) Comprehensive Asymmetric Catalysis
  • 6
    • 0033521221 scopus 로고    scopus 로고
    • b) B. L. Feringa, R. A. van Delden, Angew. Chem. 1999,111, 3624-3645; Angew. Chem. Int. Ed. 1999, 38, 3418-3438;
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 3418-3438
  • 29
    • 0038577766 scopus 로고    scopus 로고
    • note
    • 2 using SHELXL-97 procedures (G. M. Sheldrick, Universität Göttingen, 1997). Non-hydrogen atoms were refined with anisotropic thermal parameters. Hydrogen atoms were included from the Δρ maps and refined with isotropic thermal parameters. CCDC-167174 (1) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; or deposit@ ccdc.cam.ac.uk).
  • 30
    • 0038239008 scopus 로고    scopus 로고
    • note
    • 535, polycrystalline products (set c in Figure 2) consistently revealed similar Flack parameters and the same C stereochemistry in X-ray analyses, which indicates that there was no racemic twinning of the single crystals and the high optical purity of these polycrystalline products.
  • 31
    • 0037563552 scopus 로고    scopus 로고
    • note
    • The six dextrorotatory-originated crystalline samples, each containing five single crystals, yielded six very similar CD spectra in acetonitrile solution (Experimental Section), corroborating the homochirality of the single crystals and the optical purity of the obtained six crystalline samples.
  • 35
    • 0034678915 scopus 로고    scopus 로고
    • a) I. Sato, K. Kadowaki, K. Soai, Angew. Chem. 2000, 112, 1570-1572; Angew. Chem. Int. Ed. 2000, 39, 1510-1512;
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 1510-1512
  • 40
    • 0037563551 scopus 로고    scopus 로고
    • note
    • The cis complex, C or rac, stirred and boiled in toluene for 5 h, affords the trans complex in 10.5 % or 17.5% yields, respectively, and the corresponding cis complex with ee + 99% or ee 0% (rac). After another 15 h reaction time, no further conversion was observed within the experimental error (Supporting Information).


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