Novel decamethyl zirconocene coordination compound as well as preparation method and application thereof

Abstract

The invention provides a preparation method of a novel decamethyl zirconocene coordination compound and application thereof to a catalytic synthesis method of a secondary amide compound. The coordination compound is a cationic decamethyl zirconocene coordination compound, wherein a zirconium atom is coordinated with three water molecules, and the cationic part and the anionic part of the whole decamethyl zirconocene form an ionic bond. In the synthesis method of the secondary amide compound, the decamethyl zirconocene perfluorooctyl sulfonic acid coordination compound is used as a catalyst, acommon organic solvent is used as a reaction solvent, and a secondary amide substance is synthesized through four different routes, wherein the four different routes are specifically as follows: (1),carboxylic acid and amine are dehydrated to synthesize secondary amide; (2), a ritter reaction is performed on nitrile and secondary (tertiary) alcohol to synthesize the secondary amide; (3), primaryamide and secondary (tertiary) alcohol are dehydrated to synthesize the secondary amide; (4), the primary amide, aldehyde and 2-naphthol are dehydrated to synthesize the secondary amide; by the synthesis method, a novel low-cost environmentally friendly way is opened up for preparation of the secondary amide compound. The invention has the advantages as follows: the catalyst has high air stability, the selectivity and the yield of a target product are high, the catalyst can be reused, the product can be obtained through simple column chromatography separation, and the whole reaction and separation process is easy to operate and environmentally friendly.

Description

technical field [0001] The invention belongs to the technical field of catalytic organic synthesis, and in particular relates to a novel decamethyl zirconocene complex and its preparation method and application. Background technique [0002] Secondary amide compounds are a common organic intermediate, widely used in medicine, agriculture, energy, and industrial fields, and their basic skeletons are widely found in pharmaceutical compounds. In addition, the amide group is not only used to link the protein structure, but also a very important amino protecting group. In the past two decades, amides have developed rapidly, and many synthetic methods have been reported. However, most methods produce polluting and toxic substances, which do not meet the requirements of atom economy and green chemistry. At present, there are better methods for the synthesis of secondary amides, such as: direct dehydration condensation of carboxylic acid and amine; Ritter reaction of nitrile with ...

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Problems solved by technology

At present, there are no public documents and patent applications about the catalytic preparation of secondary amides by decamethyl zirconocene complexes at home and abroad.

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