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Synfacts 2011(12): 1384-1384  
DOI: 10.1055/s-0031-1289410
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

C-N and C-S Bond-Forming Cross-Coupling in Water with PS-PEG-Pd

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
Y. Hirai, Y. Uozumi*
Institute for Molecular Science, Okazaki, Japan
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Publication History

Publication Date:
18 November 2011 (online)

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Significance

An amphiphilic polystyrene-poly(ethylene glycol) resin-supported di(tert-butyl)phosphine-Pd complex was prepared and found to promote the C-N and C-S coupling reactions in water. Thus, complex 1-Pd was prepared from ligand 1 and Pd according to the reported procedures (Chem. Commun. 2010, 46, 1103; Chem. Asian J. 2010, 5, 1788). The amination of PhBr (2a) with HNPh2 (3) was carried out in aqueous KOH in the presence of 1-Pd (5 mol% Pd) to give triphenylamine (4) in 92% yield.