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  • Title: Absolute configuration of 3,3'-diphenyl-[2,2'-binaphthalene]-1,1'-diol revisited.
    Author: Polavarapu PL, Petrovic AG, Vick SE, Wulff WD, Ren H, Ding Z, Staples RJ.
    Journal: J Org Chem; 2009 Aug 07; 74(15):5451-7. PubMed ID: 19572500.
    Abstract:
    The experimental vibrational circular dichroism, electronic circular dichroism, and optical rotatory dispersion spectra and corresponding quantum chemical predictions of 3,3'-diphenyl-[2,2'-binaphthalene]-1,1'-diol (VANOL) are used to confirm its absolute configuration as (+)(589)-(aR) or (-)(589)-(aS). A discrepancy in the literature crystal structure has been resolved by determining the X-ray crystal structure of the brucine binaphtholphosphate salt of the (aS)-enantiomer of VANOL.
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