A cyclopenta-fused dibenzo[b,d]thiophene-co-phenanthrene macrocyclic tetraradicaloid.

ABSTRACT: A cyclopenta-fused macrocyclic tetraradicaloid, MC4-S, containing alternating phenanthrene (Phen) and dibenzo[b,d]thiophene (DBTh) units was synthesized and isolated in single-crystal form. Compared with its all-carbon isoelectronic structure, CPTP-M, the incorporation of two sulfur atoms leads to a smaller radical character and a larger singlet-triplet energy gap. X-ray crystallographic analysis reveals that the spin-spin coupling through the DBTh unit is stronger than that through the Phen moiety. In addition, the electron-rich sulfur atoms also raise the energies of both the HOMO and LUMO in MC4-S, but the overall optical and electronic energy gaps are close to that of the CPTP-M. MC4-S displays global anti-aromaticity according to the NM

SUBMITTER: Lu X 

PROVIDER: S-EPMC8179481 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature