ArticleBeilstein journal of organic chemistry2015
Pyridylidene ligand facilitates gold-catalyzed oxidative C-H arylation of heterocycles.
Article in Beilstein journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- An Electrochemical Study of Key Catalytically Active Gold Complexes.Angewandte Chemie (International ed. in English) · 2025Article
- Homogeneous Gold-Catalyzed Oxidation Reactions.Chemical reviews · 2021Review
- Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.Molecules (Basel, Switzerland) · 2021Article
- Ag/Pd Cocatalyzed Direct Arylation of Fluoroarene Derivatives with Aryl Bromides.ACS catalysis · 2020Article
- Gold-Catalyzed C-H Functionalization with Aryl Germanes.ACS catalysis · 2019Article
- Catalytic Au(i)/Au(iii) arylation with the hemilabile MeDalphos ligand: unusual selectivity for electron-rich iodoarenes and efficient application to indoles.Chemical science · 2019Article
- Synthesis of Bisheteroarylalkanes by Heteroarylboration: Development and Application of a Pyridylidene-Copper Complex.Angewandte Chemie (International ed. in English) · 2019Article
- Rational development of catalytic Au(I)/Au(III) arylation involving mild oxidative addition of aryl halides.Nature communications · 2017Article
- Dual gold and photoredox catalysed C-H activation of arenes for aryl-aryl cross couplings.Chemical science · 2017Article
- Formal Synthesis of (±)-Allocolchicine Via Gold-Catalysed Direct Arylation: Implication of Aryl Iodine(III) Oxidant in Catalyst Deactivation Pathways.Topics in catalysis · 2017Article
- C-H Functionalization/activation in organic synthesis.Beilstein journal of organic chemistry · 2016Article
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Abstract
Triaryl-2-pyridylidene effectively facilitates the gold-catalyzed oxidative C-H arylation of heteroarenes with arylsilanes as a unique electron-donating ligand on gold. The employment of the 2-pyridylidene ligand, which is one of the strongest electron-donating N-heterocyclic carbenes, resulted in the rate acceleration of the C-H arylation reaction of heterocycles over conventional ligands such as triphenylphosphine and a classical N-heterocyclic carbene. In situ observation and isolation of the 2-pyridylidene-gold(III) species, as well as a DFT study, indicated unusual stability of gold(III) species stabilized by strong electron donation from the 2-pyridylidene ligand. Thus, the gold(I)-to-gold(III) oxidation process is thought to be facilitated by the highly electron-donating 2-pyridylidene ligand.
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