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Paper | Special issue | Vol 99, No. 2, 2019, pp.1128-1144
Published online, 5th February, 2019
DOI: 10.3987/COM-18-S(F)84
Synthesis of N-Heterocyclic Carbene Ligands for Site-Selective C-H Alkylation by Cooperative Nickel/Aluminum Catalysis

Shogo Okumura, Tomohiro Ebara, Kazuhiko Semba, and Yoshiaki Nakao*

*Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Nishikyo, Kyoto 615-8510, Japan


We report synthesis of N-heterocyclic carbenes (NHCs), N,N'-bis{2,6-bis(3,5-dialkylphenyl)methy-4-methoxyphenyl}imidazol-2-ylidenes {alkyl = ethyl (L2) or n-propyl (L3)} and their applications to nickel-catalyzed C–H alkylation reactions of arenes. They showed site-selectivities and/or yields higher than NHCs used previously for the reactions.