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A Symmetric Recognition Motif between Vicinal Diols: The Fourfold Grip in Ethylene Glycol Dimer

Ethylene glycol has a transiently chiral, asymmetric global minimum structure, but it favors a highly symmetric, achiral dimer arrangement which has not been considered or found in previous quantum‐chemical studies. Complementary FTIR and Raman spectroscopy in supersonic jets allows for the detectio...

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Detalles Bibliográficos
Autores principales: Kollipost, Franz, Otto, Katharina E., Suhm, Martin A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5069640/
https://www.ncbi.nlm.nih.gov/pubmed/26929113
http://dx.doi.org/10.1002/anie.201600603
Descripción
Sumario:Ethylene glycol has a transiently chiral, asymmetric global minimum structure, but it favors a highly symmetric, achiral dimer arrangement which has not been considered or found in previous quantum‐chemical studies. Complementary FTIR and Raman spectroscopy in supersonic jets allows for the detection and straightforward assignment of this four‐fold hydrogen‐bonded dimer, which introduces an interesting supramolecular binding motif for vicinal diols and provides a strong case for transient chirality synchronization.