Crystalline radical cations of bis-BN-based analogues of Thiele's hydrocarbon

Abstract

Two radical cations of bis-BN-based analogues of Thiele's hydrocarbons were facilely synthesized, fully characterized, and theoretically investigated. One-electron oxidation leads to the reduced bond length alternation and NICS values of the central C₄N₂ rings, suggesting the decreasing antiaromatic character. The spin density of the radical cations is significantly delocalized over the central linkers with a small contribution from two terminal N-heterocyclic boryl units.