A Bicyclic N-Heterocyclic Carbene as a Bulky but Accessible Ligand: Application to the Copper-Catalyzed Borylations of Aryl Halides.
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Summary
A bicyclic NHC-CuCl complex was synthesized and applied to the copper-catalyzed borylations of aryl halides at ambient temperature and proved to be a better catalyst than commonly used N-heterocyclic carbene ligand-Cu complexes, particularly for sterically hindered substrates, which suggested that the bicycle NHC ligand offered a bulky but accessible environment to the bound copper.
- Type
- article
- Published
- 2015-09-23
- Cited by
- 40
- References
- 89
- OpenAlex
- https://openalex.org/W26349507
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:40343804
Keywords
Geography, Steppe, Forestry, Archaeology
References
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Cited by
- Cobalt-Catalyzed Borylation of Aryl Halides and Pseudohalides
- Palladium-catalyzed directing group-assisted C8-triflation of naphthalenes.
- Diboron(4) Compounds: From Structural Curiosity to Synthetic Workhorse.
- An N-Heterocyclic Carbene-Nickel Half-Sandwich Complex as a Precatalyst for Suzuki-Miyaura Coupling of Aryl/Heteroaryl Halides with Aryl/Heteroarylboronic Acids.
- Palladium(ii) and palladium(ii)-silver(i) complexes with N-heterocyclic carbene and zwitterionic thiolate mixed ligands: synthesis, structural characterization and catalytic properties.
- Synthetic control of coincidental formation of an N-heterocyclic carbene–copper(I) complex and imidazolium cations within metal–organic frameworks
- Convenient and General Zinc‐Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions
- Copper-Catalyzed ipso-Borylation of Fluoroarenes
- Borylation of aryldiazonium salts at room temperature in an aqueous solution under catalyst-free conditions
- Copper-boryl mediated organic synthesis.
- Influences of Phenyl Rings on NHC Ligands with Bicyclic Architectures.
- N-Heterocyclic Carbene Complexes of Copper, Nickel, and Cobalt.
- Novel Carbazole-based N-Heterocyclic Carbene Ligands for Accessing Synthetically Relevant Stilbenes via Pd-Catalyzed Coupling Processes.
- Copper-catalysed borylation of aryl chlorides.
- Ni-Catalyzed α-selective C-H borylations of naphthalene-based aromatic compounds.
- The Borono-Strecker Reaction: Synthesis of α-Aminoboronates via a Multicomponent Reaction of Carbonyl Compounds, Amines, and B2pin2.
- Molecular Renovation Strategy for Expeditious Synthesis of Molecular Probes
- Synthesis and catalytic activities of Ni complexes bearing a novel N–C–N pincer ligand containing NHC with a bicyclic motif
- Visible-Light-Induced Ni-Catalyzed Radical Borylation of Chloroarenes.
- Analyses of the Structural and Electronic Properties of NHCs with Bicyclic Architectures
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