10.1021/ol5006246.s001 José-Antonio García-López José-Antonio García-López Michael F. Greaney Michael F. Greaney Use of 2‑Bromophenylboronic Esters as Benzyne Precursors in the Pd-Catalyzed Synthesis of Triphenylenes American Chemical Society 2015 aryne precursors triphenylene compounds benzyne mechanism Benzyne Precursors 2015-12-17 01:57:12 Journal contribution 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.