Issue 19, 2013
From the journal:

Chemical Communications

Photo-assisted cyanation of transition metal nitrates coupled with room temperature C–C bond cleavage of acetonitrile†

Shihui Zou,a   Renhong Li,a   Hisayoshi Kobayashi,b   Juanjuan Liua  and  Jie Fan*a  

* Corresponding authors

a Key Lab of Applied Chemistry of Zhejiang Province, Department of Chemistry, Zhejiang University, Hangzhou, China
E-mail: jfan@zju.edu.cn
Fax: (+86) 571 87952338
Tel: (+86) 571 87952338

b Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto, Japan
E-mail: kobayashi@chem.kit.ac.jp

Abstract

It is a challenge to use acetonitrile as a cyanating agent because of the difficulty in cleaving its C–CN bond. Herein, we report a mild photo-assisted route to conduct the cyanation of transition metal nitrates using acetonitrile as the cyanating agent coupled with room-temperature C–C bond cleavage. DFT calculations and experimental observations suggest a radical-involved reaction mechanism, which excludes toxicity from free cyanide ions.

Graphical abstract: Photo-assisted cyanation of transition metal nitrates coupled with room temperature C–C bond cleavage of acetonitrile

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Article information

DOI
https://doi.org/10.1039/C2CC37277K
Article type
Communication
Submitted
05 Oct 2012
Accepted
18 Dec 2012
First published
18 Dec 2012

Chem. Commun., 2013,49, 1906-1908

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Photo-assisted cyanation of transition metal nitrates coupled with room temperature C–C bond cleavage of acetonitrile

S. Zou, R. Li, H. Kobayashi, J. Liu and J. Fan, Chem. Commun., 2013, 49, 1906 DOI: 10.1039/C2CC37277K

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