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Mechanistic Studies on Transition Metal-Catalyzed C–H Activation Reactions Using Combined Mass Spectrometry and Theoretical Methods pp 43–62Cite as

Mechanistic Studies on Pd(OAc)2-Catalyzed Meta-C–H Activation Reaction

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Abstract

This chapter describes a comprehensive computational study on the template-assisted and Pd(OAc)2-catalyzed meta-selective C–H olefination reaction. The reaction mechanism, the active form of catalyst, the potential role of silver salt and the origin of meta-selectivity were investigated in this work. The computational results demonstrated that the conventionally proposed monomeric Pd(OAc)2 model predicts ortho-selectivity, instead novel dimeric Pd2(OAc)4 and Pd–Ag(OAc)3 models successfully reproduce the experimentally observed meta-selectivity.

The results presented in this chapter have been published in the following article:

Yang, Y.-F.┴; Cheng, G.-J.┴; Liu, P.; Leow, D.; Sun, T.-Y.; Chen, P.; Zhang, X.; Yu, J.-Q.; Wu, Y.-D.; Houk, K. N. J. Am. Chem. Soc. 2014, 136, 344. (┴: co-first author).

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Authors and Affiliations

  1. Laboratory of Computational Chemistry and Drug Design and Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School, Shenzhen, China

    Gui-Juan Cheng

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  1. Gui-Juan Cheng
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Correspondence to Gui-Juan Cheng .

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Cheng, GJ. (2017). Mechanistic Studies on Pd(OAc)2-Catalyzed Meta-C–H Activation Reaction. In: Mechanistic Studies on Transition Metal-Catalyzed C–H Activation Reactions Using Combined Mass Spectrometry and Theoretical Methods. Springer Theses. Springer, Singapore. https://doi.org/10.1007/978-981-10-4521-9_2

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