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

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Abstract

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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Article information


Submitted
26 Mar 2013
First published
19 Jun 2013

Chem. Soc. Rev., 2013,42, 6990-7027
Article type
Review Article

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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