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Room-Temperature Catalytic Hydrodefluorination of C(sp3)-F Bonds

Room-Temperature Catalytic Hydrodefluorination of C(sp3)-F Bonds Valerie J. Scott, Remle Cü elenligil-Cü etin, and Oleg V. Ozerov* Department of Chemistry, Brandeis Uni V ersity, MS015, 415 South Street, Waltham Massachusetts 02454 J. AM. CHEM. SOC. 2005 , 127, 2852-2853.

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Room-Temperature Catalytic Hydrodefluorination of C(sp3)-F Bonds

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  1. Room-Temperature Catalytic Hydrodefluorination of C(sp3)-F Bonds Valerie J. Scott, Remle Cü elenligil-Cü etin, and Oleg V. Ozerov* Department of Chemistry, Brandeis UniVersity, MS015, 415 South Street, Waltham Massachusetts 02454 J. AM. CHEM. SOC. 2005, 127, 2852-2853

  2. Activations of C-F Bond M = gaseous Na, K, Rb and Cs

  3. The Hydrodefluorination (HDF) Reaction X = alkyl, aryl

  4. 1 2 3 4 5 6 7 8

  5. HDF Results after 24 h at 22 °C (Ar-CF3 ArCH3) a Fraction of F from the original aliphatic C-F bonds found in the Si-F bonds of Et3SiF. b The number in this column ) 100% - fraction of C-F bonds remaining in the starting material. c Number of Si-F bonds made per molecule of catalyst. d Conversion of Et3SiH (substrate in excess). e Sum of the Si-F bonds in Et3SiF and Et2SiF2. f Reactions were run in a plastic vial. g After 45 h. h The product is pentane.

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