Deuterium-Labeling Studies on the C-H/Olefin Coupling of Aromatic Ketones Catalyzed by Fe(PMe 3) 4

Naoki Kimura, Shiori Katta, Yoichi Kitazawa, Takuya Kochi, Fumitoshi Kakiuchi

研究成果: Article査読

抄録

Deuterium-labeling experiments were performed for the Fe(PMe 3) 4-catalyzed C-H/olefin coupling using a deuterium-labeled aromatic ketone with various alkenes. While the reactions with a variety of alkenes provided the linear alkylation products formed via 1,2-insertion of alkene into an Fe-H bond, the reversible 2,1-insertion proceeded during the reaction highly depends on the choice of the alkene. No H/D scrambling resulting from 2,1-insertion/β-elimination was detected for the reactions with a vinylsilane and N -vinylcarbazole, but the reactions with styrenes are considered to involve rapid 2,1-insertion/ β-elimination processes to cause significant levels of H/D scrambling.

本文言語English
ページ(範囲)3383-3389
ページ数7
ジャーナルSynthesis (Germany)
53
18
DOI
出版ステータスPublished - 2021 9 16

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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