Issue 32, 2012
From the journal:

Chemical Communications

Desulfurization of N,N-dimethylthioformamide by hydrosilane with the help of an iron complex. Isolation and characterization of an iron–carbene complex as an intermediate of C[double bond, length as m-dash]S double bond cleavage†

Kozo Fukumoto,a   Akane Sakai,b   Tsukuru Oyab  and  Hiroshi Nakazawa*b  

* Corresponding authors

a Kobe City College of Technology, Nishi-ku, Kobe 651-2194, Japan
E-mail: fukumoto@kobe-kosen.ac.jp
Fax: +81-78-795-3314
Tel: +81-78-795-3284

b Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka 558-8585, Japan
E-mail: nakazawa@sci.osaka-cu.ac.jp
Fax: +81-6-6605-2522
Tel: +81-6-6605-2547

Abstract

Desulfurization of N,N-dimethylthioformamide (Me2NCHS) by hydrosilane has been achieved under photo irradiation in the presence of a methyl iron complex. The reaction sequences have been proposed, in which silyl migration from Fe to S of thioformamide triggers the cleavage of a C[double bond, length as m-dash]S bond to give a carbene–iron complex. This intermediate was isolated and characterized by X-ray analysis.

Graphical abstract: Desulfurization of N,N-dimethylthioformamide by hydrosilane with the help of an iron complex. Isolation and characterization of an iron–carbene complex as an intermediate of C [[double bond, length as m-dash]] S double bond cleavage

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Article information

DOI
https://doi.org/10.1039/C2CC17163E
Article type
Communication
Submitted
18 Nov 2011
Accepted
05 Dec 2011
First published
07 Dec 2011

Chem. Commun., 2012,48, 3809-3811

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Desulfurization of N,N-dimethylthioformamide by hydrosilane with the help of an iron complex. Isolation and characterization of an iron–carbene complex as an intermediate of C[double bond, length as m-dash]S double bond cleavage

K. Fukumoto, A. Sakai, T. Oya and H. Nakazawa, Chem. Commun., 2012, 48, 3809 DOI: 10.1039/C2CC17163E

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