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Synfacts 2009(12): 1415-1415  
DOI: 10.1055/s-0029-1218203
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Alkyne-Alkyne Homocoupling with Cu(OH)X/TiO2

Contributor(s): Yasuhiro Uozumi, Yoshikazu Yamamoto
T. Oishi, T. Katayama, K. Yamaguchi, N. Mizuno*
The University of Tokyo and Science and Technology Agency, Kawaguchi, Japan
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

A supported copper hydroxide on titanium oxide [Cu(OH)X/TiO2] was prepared by mixing copper chloride dihydrate and titanium dioxide in aqueous alkaline (pH = 12). Cu(OH)X/TiO2 catalyzed the oxidative homocoupling of terminal alkynes 1 to give the corresponding 1,3-diynes 2 in 80-99% yield (15 examples). The Cu(OH)X/TiO2 support was recovered by filtration and reused without loss of catalytic activity for the formation of 2a (2nd use: 82% yield).