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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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Supplementary files

Article information


Submitted
03 Oct 2018
Accepted
29 Oct 2018
First published
31 Oct 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2019,10, 781-787
Article type
Edge Article

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

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