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Transoid-to-Cisoid Conformation Changes of Single Molecules on Surfaces Triggered by Metal Coordination
Journal
ACS Omega
Volume
3
Pages / Article-Number
12851-12856
Abstract
Conformational isomers are stereoisomers that can interconvert over low potential barriers by rotation around a single bond. However, such bond rotation is hampered by geometrical constraints when molecules are adsorbed on surfaces. Here we show that the adsorption of 4,40-bis(4-carboxyphenyl)-6,60-dimethyl-2,20-bipyridine molecules on surfaces leads to the appearance of pro-chiral single-molecules on NiO(001) and to enantiopure supramolecular domains on Au(111) surfaces containing the transoid molecule conformation. Upon additional Fe adatom deposition, molecules undergo a controlled interconversion from a transoid to cisoid conformation as a result of coordination of the Fe atoms to the 2,20-bipyridine moieties. As confirmed by atomic force microscopy 1 images and X-ray photoelectron spectroscopy measurements, the resulting molecular structures become irreversibly achiral.
