Electrochemistry of Biosystems
Linking Glucose Oxidation to Luminol-based Electrochemiluminescence using bipolar Electrochemistry
Asymmetric Modification of TiO2 Nanofibers with Gold by Electric-Field-Assisted Photochemistry
Stimuli-responsive microgels for electrochemiluminescence amplification

T. Yutthalekha,C. Wattanakit,V. Lapeyre,S. Nokbin,C. Warakulwit, J. Limtrakul, A. Kuhn 

Nature Commun. 2016, 7: 12678

see also CNRS press release

The synthesis of chiral compounds is of crucial importance in many areas of society and science, including medicine, biology, chemistry, biotechnology and agriculture. Thus, there is a fundamental interest in developing new approaches for the selective production of enantiomers. Here we report the use of mesoporous metal structures with encoded geometric chiral information for inducing asymmetry in the electrochemical synthesis of mandelic acid as a model molecule. The chiral-encoded mesoporous metal, obtained by the electrochemical reduction of platinum salts in the presence of a liquid crystal phase and the chiral template molecule, perfectly retains the chiral information after removal of the template. Starting from a prochiral compound we demonstrate enantiomeric excess of the (R)-enantiomer when using (R)-imprinted electrodes and vice versa for the (S)-imprinted ones. Moreover, changing the amount of chiral cavities in the material allows tuning the enantioselectivity.

2016-19

Thumbnail J. Kalecki, M. Cieplak, M. Dąbrowski, W. Lisowski, A. Kuhn,  P. Sindhu Sharma ACS Sensors (2019) in press, doi.org/10.1021/acssensors.9b01878 Homogenous nanostructuration of molecularly imprinted...
Thumbnail S. Assavapanumat,  M. Ketkaew,  A. Kuhn, C.Wattanakit J. Am.Chem.Soc. 141 (2019) 18870(Front Cover) see also CNRS press release The enantioselective synthesis of chiral compounds is of crucial...
Thumbnail C. Wattanakit, A. Kuhn Chemistry-A European Journal (2020) 26, 2993-3003 The concept of encoding molecular information in bulk metals has been proposed over the past decade. The structure of various types of...