C–H Bond Functionalization Using Pd- and Au-Supported Catalysts with Mechanistic Insights of the Active Species

Tamao Ishida; Zhenzhong Zhang; Haruno Murayama; Eiji Yamamoto; Makoto Tokunaga

doi:10.1055/a-1468-1455

Synthesis, Table of Contents

Synthesis 2021; 53(18): 3279-3289
DOI: 10.1055/a-1468-1455

special topic

Bond Activation – in Honor of Prof. Shinji Murai

C–H Bond Functionalization Using Pd- and Au-Supported Catalysts with Mechanistic Insights of the Active Species

Tamao Ishida∗

^aDepartment of Applied Chemistry for Environment, Graduate School of Urban Environmental Sciences, Tokyo Metropolitan University, 1–1 Minami-osawa, Hachioji, Tokyo 192-0397, Japan

,

Zhenzhong Zhang

^bRIKEN Center for Sustainable Resource Science, Hirosawa, Wako, Saitama 351-0198, Japan

,

Haruno Murayama

^cDepartment of Chemistry, Graduate School of Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan

,

Eiji Yamamoto

^cDepartment of Chemistry, Graduate School of Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan

,

Makoto Tokunaga∗

^cDepartment of Chemistry, Graduate School of Science, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan

› Author Affiliations

Abstract

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Abstract

The process of C–H functionalization has been extensively studied as a direct C–C bond-forming reaction with high atomic efficiency. Efforts have also been made on such reactions by using supported catalysts, which are superior in terms of catalyst separation from the reaction mixture and reusability. In this review, an overview of C–H functionalization reactions, especially those involving Pd- and Au-supported catalysts, is presented. In particular, we discuss reaction mechanisms, active species, leaching, reusability, etc.

1 Introduction

2 Types of Supported Metal Catalysts and Their Active Species

3 Modes of C–H Bond Activation

4 Oxidative C–H C–H Coupling of Aryl Compounds

5 C–H C–H Coupling Where One Side Is Aromatic

6 C–H Acylation of Aromatic Compounds and Related Reactions

7 Conclusion

Key words

C–H functionalization - Pd catalysts - Au catalysts - supported nanoparticles - immobilized complexes

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References

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