American Chemical Society
ol4c01392_si_001.pdf (5.94 MB)

Synthesis and Reactivity of an X‑Shaped Molecule: Reversible Formation and Cleavage of a Four-Membered Ring in Response to External Stimuli

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journal contribution
posted on 2024-06-05, 14:14 authored by Daisuke Asai, Kazukuni Tahara
We herein report the synthesis and reactivity of an X-shaped molecule featuring three four-membered rings (4MRs) arranged in a ladder configuration. This molecule exhibits a reversible opening and closure of the central 4MR upon exposure to light irradiation and thermal treatment. The central 4MR of this molecule is also cleaved via electrochemical and chemical reductions. The stimuli-responsiveness of the X-shaped molecule is attributed to the small energy gap difference between its open and closed states, stemming from the antiaromatic character of its precursor.