Copper(I) complexes of P-stereogenic Josiphos and related ligands

Arthurs, Ross A., Dean, Alice C., Hughes, David L. and Richards, Christopher J. (2021) Copper(I) complexes of P-stereogenic Josiphos and related ligands. European Journal of Organic Chemistry, 2021 (18). pp. 2719-2725. ISSN 1434-193X

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Abstract

Starting from (R)-Ugi's amine, diastereoselective lithiation followed by Ar'PCl 2 and then Ar’’MgBr led to the generation, as single diastereoisomers, of (R,S p,S phos) [Ar’=Ph, Ar’’=o-Tol] and (R,S p,R phos) [Ar’=o-Tol, Ar’’=Ph] PPFA ligand derivatives. Amine substitution of both with HPCy 2 gave P-stereogenic Josiphos ligands, and then addition of CuCl, the corresponding copper(I) complexes. The latter were also generated by using borane P and N protecting groups and in situ Cu(I) complexation, avoiding the isolation of air-sensitive phosphine intermediates. This protection methodology was also applied to the synthesis of Josiphos/CuCl complexes derived from PCl 3. In addition, related bulky cobalt-sandwich complex-based derivatives were also obtained. Preliminary investigation revealed isolated CuCl complexes as competent catalyst precursors for enantioselective conjugate addition reactions.

Item Type: Article
Uncontrolled Keywords: asymmetric catalysis,copper,ligand design,metallocene,protecting groups,physical and theoretical chemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1606
Faculty \ School: Faculty of Science > School of Chemistry
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Depositing User: LivePure Connector
Date Deposited: 02 Jul 2021 01:10
Last Modified: 11 Sep 2021 00:15
URI: https://ueaeprints.uea.ac.uk/id/eprint/80384
DOI: 10.1002/ejoc.202100146

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