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Palladium complexes with picolyl functionalized N-heterocyclic carbene ligands and their application in the Mizoroki–Heck reaction

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Abstract

A series of Pd complexes of picoline-functionalized N-heterocyclic carbenes with different substituents were synthesized. The molecular structures of selected complexes were determined by X-ray diffraction studies, showing a pseudo-square-planar structure with a Pd center surrounded by carbene, pyridine, and two chloride ligands. The influence of the different substituents on the structure and reactivity of the complexes has been studied. The catalytic properties of the complexes were investigated in the Mizoroki–Heck reaction for cross-coupling of bromobenzene with a variety of aryl halides. Their performances varied in these reactions but showed good product regioselectivities.

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Acknowledgments

We are grateful to the foundation of NSFC (21071121, 21172188 and 21104064), Graduate Foundation (CXLX11_0909 and CXLX11_0910), SRF for ROCS, SEM, PAPD, and the State Key Laboratory of Inorganic Synthesis and Preparative Chemistry at Jilin University (2013-03) for financial support.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou, 221116, Jiangsu, People’s Republic of China

    Changsheng Cao, Rui Sun, Qian Chen, Lanlan Lv & Yanhui Shi

  2. State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, Jiangsu, People’s Republic of China

    Yanhui Shi

  3. State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun, 130012, Jilin, People’s Republic of China

    Guangsheng Pang

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  1. Changsheng Cao
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  2. Rui Sun
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  3. Qian Chen
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  4. Lanlan Lv
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  5. Yanhui Shi
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  6. Guangsheng Pang
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Correspondence to Yanhui Shi.

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Cao, C., Sun, R., Chen, Q. et al. Palladium complexes with picolyl functionalized N-heterocyclic carbene ligands and their application in the Mizoroki–Heck reaction. Transition Met Chem 38, 351–358 (2013). https://doi.org/10.1007/s11243-013-9700-1

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  • DOI: https://doi.org/10.1007/s11243-013-9700-1

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