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Synfacts 2011(9): 1033-1033  
DOI: 10.1055/s-0030-1260892
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Hydrothiolation of Acetylenes Using an SBA-15-Supported Rh Complex

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
Y. Yang, R. M. Rioux*
The Pennsylvania State University, University Park, USA
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Publication History

Publication Date:
19 August 2011 (online)

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Significance

An SBA-15-supported rhodium complex was prepared and found to promote the hydrothiolation of acetylenes with thiols. Thus, the hydrothiolation of phenylacetylene (2a) with thio­phenol (3a) was carried out in the presence of the mesoporous silica-supported rhodium-phosphine complex, Rh-P-SBA-15 (1, 1.1 mol% Rh) to give phenyl styryl sulfide 4a in 87% conversion with 100% E-selectivity. Various acetylenes and olefins underwent the hydrothiolation under similar reaction conditions to give the corresponding products 4b-v in 62-98% conversion with 100% E-selectivity.