One step preparation of enantiopure helicene based D-A-D push-pull systems.

0573820 - ÚCHP 2024 CZ eng A - Abstract
Kos, Martin - Beránek, Tomáš - Cuřínová, Petra - Storch, Jan - Církva, Vladimír - Císařová, I. - Jakubec, Martin
One step preparation of enantiopure helicene based D-A-D push-pull systems.
Book of Abstracts. 2023. s. 100, č. článku Poster P-30..
[International Symposium on the Synthesis and Applications of Curved Organic π-Molecules and Materials /5./. 19.07.2023-21.07.2023, Prague]
R&D Projects: GA MV(CZ) VJ01010065
Institutional support: RVO:67985858
Keywords : helicenes * enantiopure * push-pull systems
OECD category: Organic chemistry

This work describes a method for the optical resolution of 9,10-diketo[7]helicene1, a versa-tile building block, which can be used for the construction of various helicene- based mole-cules. The study found that diketone 1 reacts with (S)- or (R)-1,T- binaphthyl-2,2'-diamine with superior diastereomeric excess, resulting in enantiopure 9,10-diketo[7]helicene after hy-drolysis of the formed diazacyclooctadiene ring. Moreover, cyclooctadiene derivative 3 can be utilized directly for condensation with ortho-diamines.
Permanent Link: https://hdl.handle.net/11104/0344174