Aromaticity switching by quantum tunnelling.

ABSTRACT: Antiaromatic π-conjugated systems provide a powerful framework for understanding ultrafast molecular rearrangements driven by quantum tunnelling over their degenerate double-well potential surfaces. Here, we explore with computational tools the π-bond-shifting automerization in the antiaromatic dinaphtho[2,1-a : 1,2-f]pentalene (1), dinaphtho[1,2-a : 2,1-f]pentalene (2), and a series of substituted derivatives. These molecules exhibit a distinctive feature: local aromatic and antiaromatic rings can interconvert their aromaticity character even close to the absolute zero via unusually fast carbon tunnelling. If these systems can be prepared in a coherent regime, the quantum superposition between the original states would delocalise their nuclear wavefuncti

SUBMITTER: Rodriguez-Sotelo SJ 

PROVIDER: S-EPMC12530803 | biostudies-literature | 2025 Nov

REPOSITORIES: biostudies-literature