Oxidative coupling of 2-substituted 1,2-dihydro-1-naphthols using Jones reagent: a simple entry into 3,3′-disubstituted 1,1′-binaphthyl-4,4′-diols |
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Authors: | Eric Fillion,Vincent E. Tré panier,Lauren G. Mercier,Anna A. Remorova,Rebekah J. Carson |
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Affiliation: | Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1 |
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Abstract: | 2-Substituted 1,2-dihydro-1-naphthols underwent regioselective oxidative dimerization, when treated with Jones reagent, to furnish 3,3′-disubstituted 1,1′-binaphthyl-4,4′-diols. A series of symmetrical binaphthols were prepared and it was shown that the coupling reaction proceeds via the sequential oxidation of 2-substituted 1,2-dihydro-1-naphthols to 2-substituted 1-naphthols, which oxidatively dehydrodimerized. |
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Keywords: | Binaphthol Oxidative coupling Jones reagent |
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