TY - JOUR A1 - Holec, Jan A1 - Rybáček, Jiří A1 - Vacek, Jaroslav A1 - Karras, Manfred A1 - Bednárová, Lucie A1 - Budesinsky, Milos A1 - Slusna, Michaela A1 - Holy, Petr A1 - Schmidt, Bernd A1 - Stará, Irena G. A1 - Starý, Ivo T1 - Chirality-Controlled Self-Assembly of Amphiphilic Dibenzo[6]helicenes into Langmuir-Blodgett Thin Films JF - Chemistry - a European journal N2 - 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. KW - arenes KW - chirality KW - helical structures KW - Langmuir-Blodgett films KW - self-assembly Y1 - 2019 U6 - https://doi.org/10.1002/chem.201901695 SN - 0947-6539 SN - 1521-3765 VL - 25 IS - 49 SP - 11494 EP - 11502 PB - Wiley-VCH CY - Weinheim ER -