Perspectives on Organoheteroatom and Organometallic Chemistry
Manganese-Catalyzed C(sp2)–H Addition to Polar Unsaturated Bonds
Ting Liu
a
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. of China
b
University of Chinese Academy of Sciences, Beijing 100049, P. R. of China
a
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, P. R. of China
b
University of Chinese Academy of Sciences, Beijing 100049, P. R. of China
c
Physical Science Laboratory, Huairou National Comprehensive Science Center, Beijing 101400, P. R. of China
› Author AffiliationsFinancial support from the National Natural Science Foundation of China (21772202, 21831008, 22025109), Beijing Municipal Science and Technology Commission (project No. Z191100007219009), Beijing National Laboratory for Molecular Sciences (BNLMS-CXXM-201901) and the K. C. Wong Education Foundation are gratefully acknowledged.
Transition-metal-catalyzed nucleophilic C–H addition of hydrocarbons to polar unsaturated bonds could intrinsically avoid prefunctionalization of substrates and formation of waste byproducts, thus featuring high step- and atom-economy. As the third most abundant transition metal, manganese-catalyzed C–H addition to polar unsaturated bonds remains challenging, partially due to the difficulty in building a closed catalytic cycle of manganese. In the past few years, we have developed manganese catalysis to enable the sp2-hydrid C–H addition to polar unsaturated bonds (e.g., imines, aldehydes, nitriles), which will be discussed in this personal account.
1 Introduction
2 Mn-Catalyzed N-Directed C(sp2)–H Addition to Polar Unsaturated Bonds
3 Mn-Catalyzed O-Directed C(sp2)–H Addition to Polar Unsaturated Bonds