Gold(I) complexes stabilized by nine- and ten-membered n-heterocyclic carbene ligands

Nine- and ten-membered N-heterocyclic carbene (NHC) ligands have been developed and for the first time their gold(I) complexes were synthesized. The protonated NHC pro-ligands 2 a-h were prepared by the reaction of readily available N,N′-diarylformamidines with bis-electrophilic building blocks, fol...

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Main Authors: Cervantes Reyes, Alejandro (Author) , Rominger, Frank (Author) , Rudolph, Matthias (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 16 July 2019
In: Chemistry - a European journal
Year: 2019, Volume: 25, Issue: 50, Pages: 11745-11757
ISSN:1521-3765
DOI:10.1002/chem.201902458
Online Access:Resolving-System, Volltext: https://doi.org/10.1002/chem.201902458
Verlag: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201902458
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Author Notes:Alejandro Cervantes‐Reyes, Frank Rominger, Matthias Rudolph, and A. Stephen K. Hashmi
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Summary:Nine- and ten-membered N-heterocyclic carbene (NHC) ligands have been developed and for the first time their gold(I) complexes were synthesized. The protonated NHC pro-ligands 2 a-h were prepared by the reaction of readily available N,N′-diarylformamidines with bis-electrophilic building blocks, followed by anion exchange. In situ deprotonation of the tetrafluoroborates 2 a-h with tBuOK in the presence of AuCl(SMe2) provided fast access to NHC-gold(I) complexes 3-10. These new NHC-gold(I) complexes show very good catalytic activity in a cycloisomerization reaction (0.1 mol % catalyst loading, up to 100 % conversion) and their solid-state structures reveal high steric hindrance around the metal atom (%Vbur up to 53.0) which is caused by their expanded-ring architecture.
Item Description:Version of record online: August 8, 2019
Gesehen am 07.11.2019
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201902458