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Issue 16, 2013
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Synthesis of binaphthyl based phosphine and phosphite ligands

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The development of large scale synthesis of enantiopure and thermally stable (R)- and (S)-BINOL molecules constitutes a key milestone in the field of asymmetric catalysis. Particularly, a great variety of chiral binaphthyl-based phosphorus compounds, herein represented by phosphite and phosphine classes, have earned considerable relevance due to their versatility as ligands in enantioselective metal-catalysed reactions, allowing the preparation of optically active products with the desired enantiopurity. This review highlights the most relevant concepts and accounts regarding general synthetic procedures for binaphthyl-based mono- and bidentate phosphites and phosphines. Furthermore, the search for environmentally benign chemical catalytic processes compelled us to also give special attention to the functionalisation of binaphthyl-based phosphorus ligands for use in alternative reaction media. When available, a critical selection of their applications in catalysis is briefly assessed.

Graphical abstract: Synthesis of binaphthyl based phosphine and phosphite ligands

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Publication details

The article was received on 26 Mar 2013 and first published on 19 Jun 2013

Article type: Review Article
DOI: 10.1039/C3CS60116A
Citation: Chem. Soc. Rev., 2013,42, 6990-7027
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    Synthesis of binaphthyl based phosphine and phosphite ligands

    M. M. Pereira, M. J. F. Calvete, R. M. B. Carrilho and A. R. Abreu, Chem. Soc. Rev., 2013, 42, 6990
    DOI: 10.1039/C3CS60116A

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