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Effective Pd-Nanoparticle (PdNP)-Catalyzed Negishi Coupling Involving Alkylzinc Reagents at Room Temperature

Jing Liu, Yi Deng, Haibo Wang, Hua Zhang, Ganxiang Yu, Bingbin Wu, Heng Zhang, Qiang Li, Todd B. Marder, Zhen Yang and Aiwen Lei*

*College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, Peoples Republic of China, Email: aiwenleiwhu.edu.cn

J. Liu, Y. Deng, H. Wang, H. Zhang, G. Yu, B. Wu, H. Zhang, Q. Li, T. B. Marder, Z. Yang, A. Lei, Org. Lett., 2008, 10, 2661-2664.

DOI: 10.1021/ol8007342 (free Supporting Information)


Abstract

Pd(OAc)2 is an efficient catalyst precursor for Negishi coupling in the presence of Bu4NBr. Secondary and primary alkylzinc reagents with β-H and arylzinc reagents all reacted with aryl iodides at low temperatures in good yields. Preliminary kinetic studies indicated that the process involved the formation of Pd-nanoparticles as the active catalytic species.

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Key Words

Negishi Coupling, Nanoparticles


ID: J54-Y2008-1760