Expanded-Ring N-Heterocyclic Carbenes Efficiently Stabilize Gold(I) Cations, Leading to High Activity in π-Acid-Catalyzed Cyclizations

Expanded-Ring N-Heterocyclic Carbenes Efficiently Stabilize Gold(I) Cations, Leading to High Activity in π-Acid-Catalyzed Cyclizations

A series of six‐ and seven‐membered expanded‐ring N‐heterocyclic carbene (er‐NHC) gold(I) complexes has been synthesized using different synthetic approaches. Complexes with weakly coordinating anions [(er‐NHC)AuX] (X−=BF4−, NTf2−, OTf−) were generated in solution. According to their 13C NMR spectra...

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Veröffentlicht in:Chemistry : a European journal 2014-05, Vol.20 (20), p.6162-6170
Hauptverfasser: Morozov, Oleg S., Lunchev, Andrey V., Bush, Alexander A., Tukov, Aleksandr A., Asachenko, Andrey F., Khrustalev, Victor N., Zalesskiy, Sergey S., Ananikov, Valentine P., Nechaev, Mikhail S.
Format: Artikel
Sprache:eng
Schlagworte:
Acids - chemistry
alkynes
Alkynes - chemistry
Benzofurans - chemical synthesis
Carbenes
Catalysis
Catalysts
Catalytic activity
Cationic
Cations
Cations - chemistry
Cyclization
density functional theory
Dipping
gold
Gold - chemistry
Heterocyclic Compounds - chemistry
hydroamination
Indoles - chemical synthesis
Mathematical models
Methane - analogs & derivatives
Methane - chemistry
N-heterocyclic carbenes
Stabilization
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Zusammenfassung:A series of six‐ and seven‐membered expanded‐ring N‐heterocyclic carbene (er‐NHC) gold(I) complexes has been synthesized using different synthetic approaches. Complexes with weakly coordinating anions [(er‐NHC)AuX] (X−=BF4−, NTf2−, OTf−) were generated in solution. According to their 13C NMR spectra, the ionic character of the complexes increases in the order X−=Cl−
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201303760