Pillar[6]quinone: facile synthesis, crystal structures and electrochemical properties

Abstract
A novel electron-deficient macrocycle, pillar[6]quinone (P[Q]6), has been synthesized for the first time by both chemical and electrochemical oxidation of pillar[6]arene, showing clear hexagonal columnar stacking in the solid state. Cathodic voltammetric studies of P[Q]6 revealed that three electrons are injected first, followed by stepwise one-electron reductions.
Funding Information
  • Japan Society for the Promotion of Science (JP18H04504, JP20H02796, JP20H04661)
  • Tokyo Institute of Technology (a Support for Tokyo Tech Advanced Researchers [STAR])
  • Kato Foundation for Promotion of Science (KS-3304)
  • Japan Science and Technology Agency (PRESTO (JPMJPR18T3), CREST (JPMJCR18R3))