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Synfacts 2011(7): 0805-0805  
DOI: 10.1055/s-0030-1260601
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Suzuki-Miyaura Coupling Using PS-Supported Phenanthroline-Pd

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
J. Yang, P. Li, L. Wang*
Huaibei Normal University and Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
17 June 2011 (online)

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Significance

The Merrifield resin supported phenanthroline-Pd(II) complex was prepared and found to promote the Suzuki-Miyaura coupling. Thus, the etherification of resin 1 and 4-hydroxybenzaldehyde (2) followed by Schiff base condensation of the resulting resin 3 with 1,10-phenanthroline 4 gave the resin 5, which reacted with Pd(OAc)2 to afford the polymer-supported phenanthroline-Pd(II) complex 6. The Suzuki-Miyaura coupling of aryl bromide 7a with phenylboronic acid (8a) was carried out in the presence of the polymeric catalyst 6 to give 9a in 93% yield.