The first measurements of the electrophilic reactivity of aromatic atropisomers (crown and helical hexa-o-phenylene) and also of (crown) tetra-o-phenylene have been made via protiodetritiation; the reactivity order is: helical-HP > crown-HP > crown-TP, which parallels the extent of coplanarity of adjacent phenyl rings.
M. M. Hirschler and R. Taylor, J. Chem. Soc., Chem. Commun., 1980, 967 DOI: 10.1039/C39800000967
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