Abstract
We report the synthesis of nine new N-heterocyclic carbene gold bifluoride complexes starting from the corresponding N-heterocyclic carbene gold hydroxides. A new methodology to access N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(I) fluoride starting from N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(I) hydroxide and readily available potassium bifluoride is also reported. These gold bifluorides were shown to be efficient catalysts in the hydrofluorination of symmetrical and unsymmetrical alkynes, thus affording fluorinated stilbene analogues and fluorovinyl thioethers in good to excellent yields with high stereo- and regioselectivity. The method is exploited further to access a fluorinated combretastatin analogue selectively in two steps starting from commercially available reagents.
Highlights
Following reports by Riant, Leyssens and co-workers[11] and gold bifluoride complexes starting from the corresponding N- more recently by Huang, Weng and co-workers[12] on the high heterocyclic carbene gold hydroxides
Strategies consisting of late transition metal tert-butoxide complexes and triethylamine trihydrofluoride (NEt3·3 HF) Fluorinated organic compounds are highly important in the proved unreliable when applied to N-heterocyclic carbene (NHC) gold(I) complexes, due pharmaceutical and agrochemical industries.[1]
We proposed that 1 could be a viable alternative to gold ing solubility, bioavailability, and metabolic stability.[2]
Summary
Following reports by Riant, Leyssens and co-workers[11] and gold bifluoride complexes starting from the corresponding N- more recently by Huang, Weng and co-workers[12] on the high heterocyclic carbene gold hydroxides. Strategies consisting of late transition metal tert-butoxide complexes and triethylamine trihydrofluoride (NEt3·3 HF) Fluorinated organic compounds are highly important in the proved unreliable when applied to NHC gold(I) complexes, due pharmaceutical and agrochemical industries.[1] Incorporating mainly to the poor stability of the [Au(NHC)(OtBu)] complexes. A fluorinated group into drug-like compounds or biologically Previously, we have reported on the synthesis of [Au(IPr)(OH)]
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
