Synthesis and Properties of Conjugated Nanohoops Incorporating Dibenzo[a,e]pentalenes: [2]DBP[12]CPPs

Conjugated nanohoops allow studying the effect of cyclic conjugation and bending on the incorporated π-systems. To date, no such system containing antiaromatic units has been reported. We herein present [12]­cycloparaphenylenes incorporating two dibenzo­[a,e]­pentalene units: [2]­DBP[12]­CPP nanohoops. Dibenzo­[a,e]­pentalene is a nonalternant hydrocarbon with antiaromatic character. The syntheses and optoelectronic properties of two different [2]­DBP[12]­CPP nanohoops with electronically modifying substituents are reported, accompanied by TDDFT calculations.