Mercury-Free Synthesis of Pincer [C^N^C]AuIII Complexes by an Oxidative Addition/CH Activation Cascade

ChemSusChem
Daniel EppelA Stephen K Hashmi

Abstract

Starting from the commercially available dimethyl sulfide-gold(I) chloride complex (DMSAuCl) and diazonium salts in the presence of 2,6-di-tert-butyl-4-methylpyridine as base, symmetric and unsymmetric [C^N^C]AuIII Cl complexes were synthesized in a selective, photosensitizer-free, photochemical reaction using blue LED light. This new protocol provides the first mercury-free synthesis of these types of pincer-complexes in moderate-to-excellent yields, starting from a readily available gold(I) precursor. Owing to the extraordinary properties of the target compounds, like excellent luminescence and high anticancer activities, the synthesis of such complexes is a highly active field of research, which might make its way to an industrial application. Owing to the disadvantages of the known protocols, especially the toxicity and the selectivity issues in the case of unsymmetric complexes, avoiding the use of mercury, should further accelerate this ongoing development.

References

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Oct 2, 2015·Chemical Communications : Chem Comm·Julio Fernandez-CestauManfred Bochmann
Apr 21, 2016·Chemical Communications : Chem Comm·Long HuangA Stephen K Hashmi
Sep 30, 2016·Angewandte Chemie·Roopender Kumar, Cristina Nevado
Oct 10, 2018·Angewandte Chemie·Jin XieA Stephen K Hashmi
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Sep 26, 2019·Angewandte Chemie·Svenja TaschinskiJohannes E M N Klein

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Citations

Apr 1, 2020·Chemistry : a European Journal·Juan Carlos López-LópezPablo González-Herrero
Feb 10, 2021·Chemical Reviews·Raquel P Herrera, M Concepción Gimeno
Apr 8, 2021·Angewandte Chemie·Daniel EppelA Stephen K Hashmi
May 1, 2021·Chemistry : a European Journal·Daniel EppelA Stephen K Hashmi
Jan 26, 2021·Chemical Reviews·Sina WitzelJin Xie

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Methods Mentioned

BETA
NMR
X‐ray

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