Ni(II)-Catalyzed Transfer Hydrogenation of Azoarenes with NH3BH3

Gong, Dawei1; Kong, Degong1,2; Li, Yufei1; Gao, Caiyu1; Zhao, Lina1

2023-05-31

10.1021/acs.orglett.3c01529

ORGANIC LETTERS   Impact Factor & Quartile

1523-7060

1523-7052

A nickel-catalyzed semihydrogenation of azoarenes tohydrazoareneswith NH3BH3 is developed. The catalytic systemexhibits good functional group tolerance and a high turnover frequencyat room temperature. Results of control and deuterium-labeling experimentsindicate that the ethanol hydroxyl and BH3 groups eachdonated one hydrogen to this transfer hydrogenation, and the mainbyproducts were B-(OEt)(3) and H-2. Moreover, densityfunctional theory calculations indicated that the reaction proceededvia a ligand-to-ligand hydrogen transfer mechanism. This study presentsa novel nickel catalytic system for the semihydrogenation of azoarenes.

SCI

English

NI Journal Papers ; NI论文

Others

Natural Science Foundation of Jilin Province[YDZJ202201ZYTS617] ; Education Department of Jilin Province, China[JJKH20220430KJ] ; Foundation of Key Laboratory for Comprehensive Energy Saving of Cold Regions Architecture of Ministry of Education, Jilin Jianzhu University[JLJZHDKF202205]

Chemistry

Chemistry, Organic

WOS:001006001500001

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Jilin Normal Univ, Coll Chem, Key Lab Preparat & Applicat Environm Friendly Mat, Minist Educ, Changchun 130103, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518000, Peoples R China

Gong, Dawei,Kong, Degong,Li, Yufei,et al. Ni(II)-Catalyzed Transfer Hydrogenation of Azoarenes with NH3BH3[J]. ORGANIC LETTERS,2023,25(22).

Gong, Dawei,Kong, Degong,Li, Yufei,Gao, Caiyu,&Zhao, Lina.(2023).Ni(II)-Catalyzed Transfer Hydrogenation of Azoarenes with NH3BH3.ORGANIC LETTERS,25(22).

Gong, Dawei,et al."Ni(II)-Catalyzed Transfer Hydrogenation of Azoarenes with NH3BH3".ORGANIC LETTERS 25.22(2023).