Tian, Xiaoqi Roch, Loïc M. Vanthuyne, Nicolas Xu, Jun Baldridge, Kim K. Siegel, Jay S. Azaindenocorannulenes: Synthesis, Properties, and Chirality Palladium-catalyzed intramolecular arylation provides bowl-shaped azaindenocorannulenes <b>7</b>–<b>9</b>. Crystals of <b>8</b> show bowl-in-bowl columnar stacking. A substituent model rationalizes the first reduction potential of 18 related molecular bowls. The absolute configurations of bowls <b>7</b> and <b>9</b> are correlated with VCD and ECD spectra. The bowl inversion barrier of <b>9</b> (>190 kJ/mol) shows it to be more inert configurationally than chiral biaryl, phosphenes, or [<i>n</i>]­helicenes. 8 show bowl-in-bowl columnar;VCD;chiral biaryl;ECD spectra;bowls 7;substituent model rationalizes;bowl inversion barrier;Chirality Palladium-catalyzed intramolecular arylation 2019-04-17
    https://acs.figshare.com/articles/journal_contribution/Azaindenocorannulenes_Synthesis_Properties_and_Chirality/8006735
10.1021/acs.orglett.9b00718.s001