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UVA- and Visible-Light-Mediated Generation of Carbon Radicals from Organochlorides Using Nonmetal Photocatalyst

Ryosuke Matsubara*, Tatsushi Yabuta, Ubaidah Md Idros, Masahiko Hayashi, Fumitoshi Ema, Yasuhiro Kobori, Ken Sakata

*Department of Chemistry, Graduate School of Science, Kobe University, Nada, Kobe 657-8501, Japan, Email: matsubara.ryosukepeople.kobe-u.ac.jp

R. Matsubara, T. Yabuta, U. M. Idros, M. Hayashi, F. Ema, Y. Kobori, K. Sakata, J. Org. Chem., 2018, 83, 9381-9390.

DOI: 10.1021/acs.joc.8b01306 (free Supporting Information)


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Abstract

(Bis(dimethylamino)carbazole) was used as photocatalyst in the reduction of unactivated aryl chlorides and alkyl chlorides in the presence of CHD as hydrogen atom donor at room temperature. The catalytic system can also be applied to the coupling of aryl chlorides with electron-rich arene and heteroarenes to affect C-C bond-forming reactions.

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Key Words

dehalogenations, 1,4-cyclohexadiene, photochemistry, organocatalysis


ID: J42-Y2018