Anodic Deposition of Enantiopure Hexahelicene Layers.

0492063 - ÚCHP 2019 RIV DE eng J - Journal Article
Vacek, J. - Hrbáč, J. - Strašák, Tomáš - Církva, Vladimír - Sýkora, Jan - Fekete, Ladislav - Pokorný, Jan - Bulíř, Jiří - Hromadová, Magdaléna - Crassous, J. - Storch, Jan
Anodic Deposition of Enantiopure Hexahelicene Layers.
ChemElectroChem. Roč. 5, č. 15 (2018), s. 2080-2088. ISSN 2196-0216. E-ISSN 2196-0216
R&D Projects: GA ČR(CZ) GA17-02578S; GA ČR GA15-12719S; GA TA ČR TA04010082; GA MŠMT(CZ) LM2015088; GA MŠMT(CZ) LO1409
Grant - others:FUNBIO(XE) CZ.2.16/3.1.00/21568
Institutional support: RVO:67985858 ; RVO:68378271 ; RVO:61388955
Keywords : helicene * chiral * electrochemistry
OECD category: Organic chemistry; Condensed matter physics (including formerly solid state physics, supercond.) (FZU-D); Physical chemistry (UFCH-W)
Impact factor: 3.975, year: 2018

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) with emphasis on the formation of deposited structures (layers) onto 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.
Permanent Link: http://hdl.handle.net/11104/0286282