Use of 2‑Bromophenylboronic Esters as Benzyne
Precursors in the Pd-Catalyzed Synthesis of Triphenylenes
José-Antonio García-López
Michael F. Greaney
10.1021/ol5006246.s001
https://acs.figshare.com/articles/journal_contribution/Use_of_2_Bromophenylboronic_Esters_as_Benzyne_Precursors_in_the_Pd_Catalyzed_Synthesis_of_Triphenylenes/2032569
<i>ortho</i>-Substituted
aryl boronates are introduced
as aryne precursors for transition-metal-catalyzed transformations.
On treatment with <sup><i>t</i></sup>BuOK and Pd(0), metal-bound
aryne intermediates are formed that undergo effective trimerization
to form useful triphenylene compounds. For <i>meta</i>-substituted
arynes, the 3:1 product ratio in favor of non-C<sub>3</sub> symmetric
material is indicative of a benzyne mechanism.
2015-12-17 01:57:12
aryne precursors
triphenylene compounds
benzyne mechanism
Benzyne Precursors