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Transmetalation from Magnesium–NHCs—Convenient Synthesis of Chelating π-Acidic NHC Complexes

1
Lehrstuhl für Anorganische und Allgemeine Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstr. 1, 91058 Erlangen, Germany
2
Lehrstuhl für Anorganische und Metallorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstr. 1, 91058 Erlangen, Germany
3
Lehrstuhl für Bioanorganische Chemie, Friedrich-Alexander-Universität Erlangen-Nürnberg, Egerlandstr. 1, 91058 Erlangen, Germany
*
Author to whom correspondence should be addressed.
Inorganics 2019, 7(5), 65; https://doi.org/10.3390/inorganics7050065
Received: 6 May 2019 / Revised: 18 May 2019 / Accepted: 19 May 2019 / Published: 22 May 2019
(This article belongs to the Section Organometallic Chemistry)
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Abstract

The synthesis of chelating N-heterocyclic carbene (NHC) complexes with considerable π-acceptor properties can be a challenging task. This is due to the dimerization of free carbene ligands, the moisture sensitivity of reaction intermediates or reagents, and challenges associated with the workup procedure. Herein, we report a general route using transmetalation from magnesium–NHCs. Notably, this route gives access to transition-metal complexes in quantitative conversion without the formation of byproducts. It therefore produces transition-metal complexes outperforming the conventional routes based on free or lithium-coordinated carbene, silver complexes, or in situ metalation in dimethyl sulfoxide (DMSO). We therefore propose transmetalation from magnesium–NHCs as a convenient and general route to obtain NHC complexes. View Full-Text
Keywords: NHC; transmetalation; magnesium; palladium; carbene NHC; transmetalation; magnesium; palladium; carbene
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Messelberger, J.; Grünwald, A.; Stegner, P.; Senft, L.; Heinemann, F.W.; Munz, D. Transmetalation from Magnesium–NHCs—Convenient Synthesis of Chelating π-Acidic NHC Complexes. Inorganics 2019, 7, 65.

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