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Palladium-catalyzed denitrogenative cross-coupling of aryl halides with arylhydrazines under mild reaction conditions

Authors :
Vishal Kandathil
Siddappa A. Patil
Manjunatha Kempasiddaiah
Shivaputra A. Patil
Ramesh B. Dateer
B. S. Sasidhar
Source :
Transition Metal Chemistry. 46:273-281
Publication Year :
2021
Publisher :
Springer Science and Business Media LLC, 2021.

Abstract

A greener approach for the synthesis of various functionalized biaryl frameworks in good to excellent yield through palladium-catalyzed denitrogenative cross-coupling of aryl halides with arylhydrazines under mild reaction conditions was developed. Catalytic system is free from the aid of expensive ligands and external oxidants. Biogenically prepared palladium nanoparticles (Pd NPs) immobilized cellulose based dip catalyst displayed excellent reactivity and selectivity toward the synthesis of a broad array of symmetrical and unsymmetrical biaryls through C–N bond cleavage in air as green oxidant. In addition, recyclability in denitrogenative cross-coupling reaction was also studied which showed excellent recycling performance and the dip catalyst remained stable even after several reuses. Thus, our newly developed strategy was successfully applied for constructing wide-ranging functional groups tolerated biaryls using arylhydrazines and aryl halides as coupling partners which is most useful for practical applications in synthetic chemistry.

Details

ISSN :
1572901X and 03404285
Volume :
46
Database :
OpenAIRE
Journal :
Transition Metal Chemistry
Accession number :
edsair.doi...........99f1d1831360c2fc6d7ce95e91969612
Full Text :
https://doi.org/10.1007/s11243-020-00443-3