Chirality-Controlled Self-Assembly of Amphiphilic Dibenzo[6]helicenes into Langmuir-Blodgett Thin Films

0507762 - ÚOCHB 2020 RIV DE eng J - Journal Article
Holec, Jan - Rybáček, Jiří - Vacek, Jaroslav - Karras, Manfred - Bednárová, Lucie - Buděšínský, Miloš - Slušná, Michaela - Holý, Petr - Schmidt, B. - Stará, Irena G. - Starý, Ivo
Chirality-Controlled Self-Assembly of Amphiphilic Dibenzo[6]helicenes into Langmuir-Blodgett Thin Films.
Chemistry - A European Journal. Roč. 25, č. 49 (2019), s. 11494-11502. ISSN 0947-6539. E-ISSN 1521-3765
R&D Projects: GA ČR(CZ) GA16-08294S; GA MŠMT(CZ) LM2015073
Institutional support: RVO:61388963 ; RVO:61388980
Keywords : arenes * chirality * helical structures * Langmuir-Blodgett films * self-assembly
OECD category: Organic chemistry; Inorganic and nuclear chemistry (UACH-T)
Impact factor: 4.857, year: 2019
Method of publishing: Limited access
https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901695

Racemic and highly enantioenriched 3-methoxycarbonyl, 3-carboxy, and 3-hydroxymethyl derivatives of dibenzo[6]helicene were prepared. The Langmuir layers of these helicenes were formed at the air-water interface and transferred onto solid substrates to afford Langmuir-Blodgett films, which were then studied by ambient atomic force microscopy and (chir)optical spectroscopy. Significant differences were found in the behaviour of the Langmuir layers as well as in the morphology, UV/Vis, electronic circular dichroism (ECD), and fluorescence spectra of the Langmuir-Blodgett thin films depending on the molecular chirality and nature of the polar group. The experimental results were supported by molecular dynamics simulations.
Permanent Link: http://hdl.handle.net/11104/0298734