Issue 47, 2013
From the journal:

Organic & Biomolecular Chemistry

Aromatic C–H silylation of arenes with 1-hydrosilatrane catalyzed by an iridium(i)/2,9-dimethylphenanthroline (dmphen) complex†

Tatsuo Ishiyama,*a   Takeaki Saiki,a   Emi Kishida,a   Ikuo Sasaki,a   Hajime Itoa  and  Norio Miyaura*a  

* Corresponding authors

a Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, Sapporo, Japan
E-mail: ishiyama@eng.hokudai.ac.jp
Fax: +81 11 706 6562
Tel: +81 11 706 6562

Abstract

Aromatic C–H silylation of neat arenes with 1-hydrosilatrane was found to be efficiently catalyzed by iridium catalysts composed of 1/2[Ir(OMe)(cod)]2 and 2,9-dimethyl-1,10-phenanthroline at 120 °C to afford the corresponding silylated products in high yields. The silylated products can be used for the Hiyama cross-coupling reaction.

Graphical abstract: Aromatic C–H silylation of arenes with 1-hydrosilatrane catalyzed by an iridium(i)/2,9-dimethylphenanthroline (dmphen) complex

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Article information

DOI
https://doi.org/10.1039/C3OB41623B
Article type
Communication
Submitted
08 Aug 2013
Accepted
12 Oct 2013
First published
15 Oct 2013

Org. Biomol. Chem., 2013,11, 8162-8165

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Aromatic C–H silylation of arenes with 1-hydrosilatrane catalyzed by an iridium(I)/2,9-dimethylphenanthroline (dmphen) complex

T. Ishiyama, T. Saiki, E. Kishida, I. Sasaki, H. Ito and N. Miyaura, Org. Biomol. Chem., 2013, 11, 8162 DOI: 10.1039/C3OB41623B

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