Synthesis of Phenacenes and Helicenes using a Photochemical Flow Reacto.

0510127 - ÚCHP 2020 HU eng C - Conference Paper (international conference)
Váňa, Lubomír - Církva, Vladimír - Jakubík, Pavel - Kos, Martin - Žádný, Jaroslav - Storch, Jan
Synthesis of Phenacenes and Helicenes using a Photochemical Flow Reacto.
Final Program and Book of Abstracts. Budapest: DorPress Kft., 2019, č. článku P-20. ISBN 978-615-5270-59-8.
[Conference on Frontiers in Organic Synthesis Technology /7./. Budapest (HU), 16.10.2019-18.10.2019]
R&D Projects: GA ČR(CZ) GA17-02578S
Institutional support: RVO:67985858
Keywords : photochemical synthesis * photo chemical flow reactor * thin films
OECD category: Organic chemistry

Phenacenes and helicenes as a group of polyaromatic hydrocarbons (PAHs) have attracted a considerable attention due to their unique electronic and optical properties. Owing to their conjugated n-electron system, both of these groups are suitable for use in optoelectronics (OLED, OFET)1 2 3"4. For utilization in these applications, sufficient solubility in common organic solvents is desired. Introduction of fluorine substituents is a prospective strategy for tuning the properties, i.e. can affect C-H/n interactions, HOMO-LUMO gaps, and electron densities5. In case of phenacenes, which are generally poorly soluble, substantial increase in solubility is achieved by suitable substitution or incorporation of nitrogen atom to their structure. Therefore, new compounds such as l,2,3,4-tetrafluoro[5]phenacene (1), 1,2,3,4-tetra- fluoro[6]helicene (2), 2,9-diaza[5jphenacene (3), 14-chloro-13-aza[5]phenacene (4), and 2,15-diaza[6]helicene (5) are prepared.
Permanent Link: http://hdl.handle.net/11104/0300671