Substrate Tumbling in a Chemisorbed Diastereomeric α‐Ketoester/1‐(1‐Naphthyl)ethylamine Complex

Autor: Yi Dong, Jean‐Christian Lemay, Yang Zeng, Michael N. Groves, Peter H. McBreen
Rok vydání: 2022
Předmět:
Zdroj: Angewandte Chemie. 134
ISSN: 1521-3757
0044-8249
Popis: Scanning tunneling microscopy (STM) data for α-ketoester/1-(1-naphthyl)ethylamine complexes on Pt(111) reveal a tumbling motion that couples two neighboring binding states. The interconversion, resulting in prochiral inversion of the α-ketoester, occurs in single complexes without breaking them apart. This is a surprising observation because the overall motion requires rotation of the α-ketoester away from the surface without branching exclusively into diffusion away from the complex or desorption. The multi-step interconversion is rationalized in terms of sequences of bound states that combine transient H-bond interactions with the chiral molecule and weakened adsorption interactions with the metal. The observation of tumbling in single long-lived complexes is of relevance to self-assembly and directed molecular motion on surfaces, to ligand-controlled surface reactions, and most directly to stereocontrol in asymmetric heterogeneous catalysis.
Databáze: OpenAIRE
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