Hydrodehalogenation of organohalides by Et<sub>3</sub>SiH catalysed by group 4 metal complexes and B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>
David J. Dunlop, J. Pinkas, Michal Horáček, Naděžda Žilková, Martin Lamač
Abstract
Catalytic hydrodehalogenation (HDH) of aliphatic organohalides such as trifluorotoluenes by Et3SiH proceeds in the presence of readily available group 4 metal compounds: Cp'2MX2 (Cp' = η5-C5H5 or η5-C5Me5; X = F, Cl, or Me; M = Ti, Zr, or Hf), CpTiCl3 and TiCl4 with a catalytic amount of B(C6F5)3. The use of metallocenes in combination with the borane activator leads to a better selectivity of the reaction, i.e., suppression of Friedel-Crafts alkylations of arenes.
Topics & Concepts
BoraneChemistryCatalysisMetalGroup (periodic table)Medicinal chemistrySelectivityPlatinum groupMain group elementTransition metalOrganic chemistryPlatinumOrganoboron and organosilicon chemistrySynthesis and characterization of novel inorganic/organometallic compoundsOrganometallic Complex Synthesis and Catalysis