om5b00997_si_001.pdf (2.87 MB)
Diamidocarbene Induced B–H Activation: A New Class of Initiator-Free Olefin Hydroboration Reagents
Version 2 2016-02-12, 22:01
Version 1 2016-02-11, 20:40
journal contribution
posted on 2016-02-11, 00:00 authored by Dominika
N. Lastovickova, Christopher W. BielawskiEnabled
by its enhanced electrophilicity and attenuated nucleophilicity,
an N,N′-diamidocarbene (DAC)
was found to promote the B–H bond activation of various BH3 complexes and the B–B bond of bis(pinacolato)diboron,
constituting the first such examples for an isolable carbene. The
resultant DAC-BH3 adducts datively coordinated to Lewis
bases (i.e., dimethyl sulfide, trimethylamine, or pyridine) and facilitated
the hydroboration of various olefins under mild conditions and in
the absence of exogenous initiators.