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Force-Triggered Atropisomerization of a Parallel Diarylethene to Its Antiparallel Diastereomers
Xuancheng Fu1,2, Boyu Zhu1,2, Xiaoran Hu1,2
1Department of Chemistry, Syracuse University, Syracuse, New York 13244, United States.
Abstract:
This paper describes a mechanical approach to inducing the atropisomerization of a parallel diarylethene into its antiparallel diastereomers exhibiting distinct chemical reactivity. A congested parallel diarylethene mechanophore in the (R,S)-configuration with mirror symmetry is atropisomerized to its antiparallel diastereomers with C2 symmetry under ultrasound-induced force field. The resulting stereochemistry-converted material gains symmetry-allowed reactivity toward conrotatory photocyclization.
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