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Cristina Nevado

15 November 2017
IOCB Prague
Speaker
Prof. Cristina Nevado (Department of Chemistry, University of Zürich, Switzerland)
Topic
On Gold Adventures and Beyond
Date and time
15 November 2017, 10 a.m.
Place
IOCB Prague, Lecture Hall (Building A, 2nd floor, A2.01)

Abstract

Gold-catalyzed oxidative cross-couplings have bloomed in the past few years postulating gold(III) fluorides as productive reactive intermediates. However, experimental support for these species is to-date scarce due to their labile nature, and thus the reactivity of Au-F bonds remains largely unexplored. In order to address these challenges, novel 3,5-disubstituted phenylpyridine based ligands have been developed. Interestingly, these (N^C^C)AuIII-F complexes reacted with different terminal alkynes under mild reaction conditions resulting in the formation of gold-alkynyl species which exhibit striking luminescent properties compared to their analogous (C^N^C)AuIII complexes. Further, these newly stabilized gold(III) fluorides interact with boronic acids. Aryl boron reagents have been typically used as reaction partners in gold oxidative couplings with Selectfluor as stoichiometric oxidant. AuIII-F species have been invoked as the key partners of boron species towards the formation of new C-C bonds. However, the nature of the interaction AuIII-F/B is still unclear. Taking advantage of fine-tuned C^N type ligands, we were able to access monocyclometalated (C^N) AuIIII(R)F (R = F, alkyl, aryl) complexes in monomeric form that were used to probe the interaction AuIII-F with aryl boronic acids. We showed that a direct transmetalation precedes reductive elimination to produce the coupling product thus ruling out a bimolecular reductive elimination pathway.
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