title: Stable Borocyclic Radicals via Frustrated Lewis Pair Hydrogenations.
abstract: The synthesis and isolation of stable main group radicals remains an ongoing challenge. Here we report the application of frustrated Lewis pair chemistry to the synthesis of boron-containing radicals. H2 activation with polyaromatic diones and B(C6F5)3 leads to radical formation in good yields. These radicals are robust; they do not decompose on silica gel or react with O2 and are stable at 35 °C under N2 indefinitely. The mechanism of formation is explored experimentally, with support from DFT calculations. EPR and UV/vis spectroscopy as well as cyclic voltammetry data are provided, and the radicals are shown to react with cobaltocenes in one-electron chemical reductions to their corresponding borate anions.
authors: Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.|Mulliken Center for Theoretical Chemistry, Institut für Physikalische und Theoretische Chemie, Universität Bonn , Beringstrasse 4, D-53115 Bonn, Germany.
authors: Lauren E
authors: LE
authors: Longobardi
authors: Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.|Mulliken Center for Theoretical Chemistry, Institut für Physikalische und Theoretische Chemie, Universität Bonn , Beringstrasse 4, D-53115 Bonn, Germany.
authors: Lei
authors: L
authors: Liu
authors: Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.|Mulliken Center for Theoretical Chemistry, Institut für Physikalische und Theoretische Chemie, Universität Bonn , Beringstrasse 4, D-53115 Bonn, Germany.
authors: Stefan
authors: S
authors: Grimme
authors: Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.|Mulliken Center for Theoretical Chemistry, Institut für Physikalische und Theoretische Chemie, Universität Bonn , Beringstrasse 4, D-53115 Bonn, Germany.
authors: Douglas W
authors: DW
authors: Stephan