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Force-Triggered Atropisomerization of a Parallel Diarylethene to Its Antiparallel Diastereomers

[Image: see text] 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(a),S(a))-configuration with mirror symmetry...

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Detalles Bibliográficos
Autores principales: Fu, Xuancheng, Zhu, Boyu, Hu, Xiaoran
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10375474/
https://www.ncbi.nlm.nih.gov/pubmed/37413689
http://dx.doi.org/10.1021/jacs.3c03994
Descripción
Sumario:[Image: see text] 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(a),S(a))-configuration with mirror symmetry is atropisomerized to its antiparallel diastereomers with C(2) symmetry under ultrasound-induced force field. The resulting stereochemistry-converted material gains symmetry-allowed reactivity toward conrotatory photocyclization.