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Abstract | Cited by

10 mol% B(2,6-C6F2H3)3 in the presence of excess tetramethylpiperidine (TMP) and H2 (or D2) is shown to catalyze the hydrogenative dehalogenation of benzyl-halides to give corresponding toluene derivatives. These reactions proceed via an initial FLP activation of H2 yielding the ammonium hydridoborate [TMPH][HB(2,6-C6F2H3)3]. This species acts in analogy to a FLP to cooperatively activate C–X bond (X = Cl, Br, I) of benzyl-halides delivering hydride and generating the corresponding ammonium halide salts.

Graphical abstract: Frustrated Lewis pair catalyzed hydrodehalogenation of benzyl-halides

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