Issue 36, 2013
From the journal:

Dalton Transactions

Selectively catalytic hydrodefluorination of perfluoroarenes by Co(PMe3)4 with sodium formate as reducing agent and mechanism study†

Junye Li,‡a   Tingting Zheng,‡ab   Hongjian Suna  and  Xiaoyan Li*a  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, Shandong University, Shanda Nanlu 27, 250100 Jinan, People's Republic of China
E-mail: xli63@sdu.edu.cn
Fax: +86 531 88361350

b Department of Chemistry, Capital Normal University, 100037 Beijing, People's Republic of China

Abstract

Successful selective hydrodefluorinations of aryl fluorides were carried out in the presence of a cobalt catalyst supported by trimethylphosphine and with sodium formate as a reducing agent in acetonitrile or DMSO. Octafluorotoluene (1), pentafluoropyridine (2), hexafluorobenzene (3), pentafluorobenzene (3a) and perfluorobiphenyl (4) were studied to investigate the scope of this catalytic system. It was found that the fluorinated compounds 1, 2 and 4 with electron-withdrawing groups are more active than 3 and 3a. The catalytic hydrodefluorination mechanism is proposed and discussed with the support of the experimental results of the stoichiometric reactions and the in situ IR and NMR data.

Graphical abstract: Selectively catalytic hydrodefluorination of perfluoroarenes by Co(PMe3)4 with sodium formate as reducing agent and mechanism study

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Article information

DOI
https://doi.org/10.1039/C3DT50409C
Article type
Paper
Submitted
12 Feb 2013
Accepted
17 Jun 2013
First published
19 Jun 2013

Dalton Trans., 2013,42, 13048-13053

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Selectively catalytic hydrodefluorination of perfluoroarenes by Co(PMe3)4 with sodium formate as reducing agent and mechanism study

J. Li, T. Zheng, H. Sun and X. Li, Dalton Trans., 2013, 42, 13048 DOI: 10.1039/C3DT50409C

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