N-heterocyclic carbine palladium compound containing pyridyl-2-formate or pyridyl-2,6-diformate ligand, preparation thereof and application thereof

Abstract

The invention relates to a preparation method and an application of an N-heterocyclic carbine palladium compound containing a pyridyl-2-formate or pyridyl-2,6-diformate ligand. The N-heterocyclic carbine palladium compound containing the pyridyl-2-formate or pyridyl-2,6-diformate ligand is generated by reacting initial raw materials of a substituted imidazolium or imidazolium salt, palladium chloride and 2-picolinic acid or 2,6-dipicolinic acid, or the N-heterocyclic carbine palladium compound is generated in a high yield manner by using a corresponding N-heterocyclic carbine palladium chloride dipolymer and 2-picolinic acid or 2,6-dipicolinic acid as initial raw materials. The N-heterocyclic carbine palladium compound of the invention has a very high catalytic activity when being used in a C-N cross-coupling reaction of a halogenated arene and an organic amine as a catalyst. The chemical structural formula of the N-heterocyclic carbine palladium compound containing the pyridyl-2-formate or pyridyl-2,6-diformate ligand is shown in the specification. In the chemical structural formula, m is 0-4, and n is 0-3; and carbon numbers of R<1>, R<2>, R<3>, R<4> and R<5> are defined in the claim 1.

Description

technical field The invention relates to a nitrogen heterocyclic carbene palladium complex containing pyridine-2-formate or pyridine-2,6-bisformate ligand, a preparation method and application thereof. The nitrogen-heterocyclic carbene palladium complex can be used as a catalyst in the C-N cross-coupling reaction of halogenated aromatic hydrocarbons and organic amines, and has high catalytic activity. Especially for the C-N cross-coupling reaction of chlorinated aromatic hydrocarbons with large steric hindrance and organic amines, it has extremely high activity. It is currently one of the most efficient catalysts in transition metal-catalyzed C-N cross-coupling reactions. Background technique According to their structural characteristics, aromatic amine compounds are widely used in pharmaceutical, optical and electrical materials, and as ligands for transition metal ions. Despite their simple structures, aromatic amines are often difficult to synthesize. Generally, nitrati...

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Problems solved by technology

In addition, although a large number of metal-palladium complexes with nitrogen-containing heterocyclic carbene ligands have been synthesized, there is still a lack of general and effective catalysts for the cross-coupling reactions of halogenated aromatic hydrocarbons and organic amines with large steric hindrance.