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Synfacts 2013; 9(1): 0118
DOI: 10.1055/s-0032-1317910
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Ullmann Homocoupling in Water or Molten TBAOAc with Gold Nanoparticles

Contributor(s):
Yasuhiro Uozumi
,
Noboru Kobayashi
Monopoli A, * Cotugno P, Palazzo G, Ditaranto N, Mariano B, Cioffi N, Ciminale F, Nacci A. * Università degli Studi di Bari ‘Aldo Moro’, Italy
Ullmann Homocoupling Catalysed by Gold Nanoparticles in Water and Ionic Liquid.

Adv. Synth. Catal. 2012;
354: 2777-2788
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Publication History

Publication Date:
17 December 2012 (online)

 
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Key words

gold nanoparticles - Ullmann homocoupling - aryl iodides - β-bromostyrene

Significance

Gold nanoparticles, generated in situ from Au(OAc)3 and glucose, catalyzed the ­Ullmann homocoupling of aryl iodides or β-bromostyrene in aqueous tetrabutylammonium hydroxide (TBAOH) or in molten tetrabutylammonium ­acetate (TBAOAc) at 90 °C to afford the corresponding coupling products in up to 98% yield (10 examples) or in up to 96% yield (10 examples), respectively.


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Comment

The gold nanoparticles were characterized with TEM, UV/Vis, DLS, and XPS. The particle size of the nanoparticles was about 1 nm in aqueous TBAOH and 20 nm in TBAOAc, respectively. The smaller nanoparticles showed higher catalytic activity because of their lager surfaces.


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