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Journal articles
Anodic Deposition of Enantiopure Hexahelicene Layers
Abstract : Helicenes are polyaromatic compounds with chiral properties useful for many applications in optoelectronics, separation processes, chiral recognition and catalysis. Here we focused on the electrochemistry of carbo[n]helicenes (n=5,6,7). The cyclic voltammograms of racemic mixtures of target compounds in acetonitrile/0.1M tetrabutylammonium perchlorate at a glassy carbon electrode reveal the diffusion-controlled reactions in both anodic and cathodic potential regions. Electrochemical behaviors are different for individual helicenes, [7]helicene undergoes redox transformation easily in comparison to the other investigated compounds, which is in agreement with DFT (density functional theory) calculations. Generally, the multi-component anodic process of helicenes is observable at potentials from +1.5 to +2.5V, leading to the formation of deposited structures (layers) on the electrode surface. The helicenes were electrodeposited onto transparent indium tin oxide (ITO) electrodes and characterized by atomic force microscopy, UV/Vis, Raman spectroscopy and ellipsometry. Finally, the anodic deposition of P and M enantiomers of [6]helicene was performed using ITO substrates, resulting in the formation of enantiopure layers of nanometer thicknesses, as confirmed by circular dichroism spectroscopy. The discovered electrosynthetic procedure opens up a new possibility for the immobilization of chiral helicene layers onto solid supports.
Cited literature [53 references]
https://hal-univ-rennes1.archives-ouvertes.fr/hal-01874560
Contributor : Laurent Jonchère <>
Submitted on : Thursday, September 20, 2018 - 2:08:16 PM
Last modification on : Tuesday, February 23, 2021 - 4:26:43 PM
Long-term archiving on: : Friday, December 21, 2018 - 2:35:35 PM
Contributor : Laurent Jonchère <>
Submitted on : Thursday, September 20, 2018 - 2:08:16 PM
Last modification on : Tuesday, February 23, 2021 - 4:26:43 PM
Long-term archiving on: : Friday, December 21, 2018 - 2:35:35 PM
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