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Reduction of Triphenylphosphine Oxide to Triphenylphosphine by Phosphonic Acid

Jing Xiao*, Jie Wang, Huimin Zhang, Jianqiu Zhang and Li-Biao Han*

*Hunan University of Science and Technology, Xiangtan 411201; Hainan University, Haikou 570228, China, Email: XiaoJinghnust.edu.cn, hlbshoufuchem.com

J. Xiao, J. Wang, H. Zhang, J. Zhang, L.B. Han, J. Org. Chem., 2023, 88, 3909-3915.

DOI: 10.1021/acs.joc.2c02807


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Abstract

Iodine mediates a reduction of phosphine oxides (sulfides) to phosphines using phosphonic acid under solvent-free conditions. Both tertiary monophosphine oxides and bis-phosphine oxides readily produce monodentate and bidentate phosphines, respectively, in good yields and in case of (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl dioxide without racemization.


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proposed reaction pathway


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Key Words

reduction of phosphine oxides, phosphonic acid


ID: J42-Y2023