Catalytic Construction of Carbon Frameworks Employing Alkyl Fluorides as Electrophiles

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  • フッ化アルキルを求電子剤として利用する触媒的炭素骨格構築反応
  • フッカ アルキル オ キュウデンシザイ ト シテ リヨウ スル ショクバイテキ タンソ コッカク コウチク ハンノウ

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<p>Owing to their extremely high bond dissociation energies, carbon-fluorine bonds find limited usage in synthetic organic chemistry. In this context, we investigated novel catalytic carbon-carbon bond forming reactions using alkyl fluorides as electrophiles. As a strategy for realizing the carbon-fluorine bond cleavage, we focused on ate complexes consisting of a highly nucleophilic transition metal anion and a Lewis acidic counter cation. The carbon-fluorine bond in alkyl fluorides is activated by the coordination of fluorine atom to the counter cation, enabling nucleophilic attack from anionic transition metal center or its own ligand. This novel methodology of catalytic conversion of carbon-fluorine bonds to carbon-carbon fragments provides a new synthetic strategy complimentary to traditional transformations.</p>

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