Pd(N,N-Dimethyl β-alaninate)2 as a High-Turnover-Number, Phosphine-Free Catalyst for the Suzuki Reaction

Xin Cui; Tian Qin; Jia-Rui Wang; Lei Liu; Qing-Xiang Guo

doi:10.1055/s-2007-965883

PAPER

Pd(N,N-Dimethyl β-alaninate)₂ as a High-Turnover-Number, Phosphine-Free Catalyst for the Suzuki Reaction

Xin Cui, Tian Qin, Jia-Rui Wang, Lei Liu*, Qing-Xiang Guo*
Department of Chemistry, University of Science and Technology of China, Hefei 230026, P. R. of China
e-Mail: leiliu@ustc.edu; e-Mail: qxguo@ustc.edu.cn;

Abstract

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Abstract

A novel crystalline, air- and moisture-stable Pd salt, Pd(N,N-dimethyl β-alaninate)₂, was synthesized. This salt was demonstrated to constitute a low-priced, phosphine-free, yet high-turnover-number (TON = 10⁴) catalyst for the Suzuki reactions of various aryl bromides and iodides under mild and simple reaction conditions. Moreover, it was observed that the presence of an olefin could dramatically hamper the Suzuki reaction.

Key words

palladium - Suzuki reaction - phosphine-free ligand - high-turnover-number catalyst

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References

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