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Synfacts 2014; 10(8): 0890
DOI: 10.1055/s-0034-1378461
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Reduction of Nitrobenzenes Using Dendrimer-Encapsulated [Rh5(CO)15]–

Contributor(s):
Yasuhiro Uozumi
,
Aya Tazawa
Maeno Z, Mitsudome T, Mizugaki T, Jitsukawa K, Kaneda K * Osaka University, Toyonaka, Japan
Selective Synthesis of Rh5 Carbonyl Clusters within a Polyamine Dendrimer for Chemoselective Reduction of Nitro Aromatics.

Chem. Commun. 2014;
50: 6526-6529
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Publication History

Publication Date:
18 July 2014 (online)

 
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Key words

reduction - nitrobenzenes - dendrimers - rhodium

Significance

The reduction of nitrobenzenes with CO/H2O was catalyzed by a [Rh5(CO)15]– cluster encapsulated in a poly(propylene imine) dendrimer [PPI-G3-C16-Rh5(CO)15], which was generated in situ from Rh6(CO)16 and PPI-G3-C16 to afford the corresponding anilines (11 examples, 98–99% yield).


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Comment

The formation of PPI-G3-C16-Rh5(CO)15 was confirmed by IR, ESI-MS, 13C NMR spectroscopy, and DLS measurements. Carbonyl, nitrile, and vinyl groups remain intact under the reaction conditions.


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