A polycyclic aromatic hydrocarbon diradical with pH-responsive magnetic properties.

ABSTRACT: By integrating azulene with a quinoid moiety, a novel non-alternant polycyclic aromatic hydrocarbon molecule BCHF1 exhibiting manifold zwitterionic, quinoidal and diradical behaviors is designed and synthesized. Its zwitterionic feature is evidenced by the changes shown by the ¹H-NMR and absorption spectra when the molecule undergoes reversible protonation and deprotonation reactions at varied pH. The diradical facet, manifesting a small singlet-triplet energy gap (ΔE _S-T), is characterized with a paramagnetic resonance signal detected by the EPR spectroscopy at room temperature. As the diradical properties are not observed in the protonated form, BCHF1+H⁺ , a pH-controlled reversible magnetic switching behavior is illustrated by monito

SUBMITTER: Fu X 

PROVIDER: S-EPMC7441688 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature