ArticleChemical science2022
Interrogating the thionium hydrogen bond as a noncovalent stereocontrolling interaction in chiral phosphate catalysis.
Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
CH⋯O bonds are a privileged noncovalent interaction determining the energies and geometries of a large number of structures. In catalytic settings, these are invoked as a decisive feature controlling many asymmetric transformations involving aldehydes. However, little is known about their stereochemical role when the interaction involves other substrate types. We report the results of computations that show for the first time thionium hydrogen bonds to be an important noncovalent interaction in asymmetric catalysis. As a validating case study, we explored an asymmetric Pummerer rearrangement involving thionium intermediates to yield enantioenriched
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