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Issue 3, 2019
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Mild complexation protocol for chiral CpxRh and Ir complexes suitable for in situ catalysis

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Abstract

A practical complexation method for chiral cyclopentadienyl (Cpx) iridium and rhodium complexes is described. The procedure uses the free CpxH with stable and commercially available rhodium(I) and iridium(I) salts without base or additive. The conditions are mild and do not require the exclusion of air and moisture. A salient feature is the suitability for in situ complexations enhancing the user-friendliness of Cpx ligands in asymmetric catalysis. DFT-calculations confirm an intramolecular proton abstraction pathway by either the bound acetate or methoxide. Furthermore, the superior facial selectivity of the proton abstraction step enabled the development of TMS-containing trisubstituted Cpx ligands which display improved enantioselectivities for the benchmarking dihydroisoquinolone synthesis.

Graphical abstract: Mild complexation protocol for chiral CpxRh and Ir complexes suitable for in situ catalysis

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Publication details

The article was received on 03 Oct 2018, accepted on 29 Oct 2018 and first published on 31 Oct 2018


Article type: Edge Article
DOI: 10.1039/C8SC04385J
Chem. Sci., 2019,10, 781-787
  • Open access: Creative Commons BY-NC license
    All publication charges for this article have been paid for by the Royal Society of Chemistry

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    Mild complexation protocol for chiral CpxRh and Ir complexes suitable for in situ catalysis

    B. Audic, M. D. Wodrich and N. Cramer, Chem. Sci., 2019, 10, 781
    DOI: 10.1039/C8SC04385J

    This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

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