Platinum‐Catalyzed Asymmetric Hydrogenation: Spectroscopic Evidence for an O‐H‐O Hydrogen‐Bond Interaction between Substrate and Modifier

Fabian Meemken, Nobutaka Maeda, Konrad Hungerbühler, Alfons Baiker

Angewandte Chemie International Edition · 2012 · 58 citations · 28 references

Abstract

The mighty cinchonidine: A diastereomeric surface complex in the asymmetric hydrogenation of ketopantolactone on chirally modified Pt is monitored by in situ ATR-IR spectroscopy, in combination with modulation excitation spectroscopy and phase-sensitive detection. Cinchonidine bound to the surface with its quinoline ring is shown to induce the chiral environment through a C9O⋅⋅⋅H⋅⋅⋅OC interaction (see scheme). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

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