Push–pull amino-nitro helicenes: synthesis, (chir)optical properties and self-assembly into thin films

Michal Šámal; Jiří Rybáček; Jan Holec; Jan Hanus; Jaroslav Vacek; Miloš Buděšínský; Lucie Bednárová; Pavel Fiedler; Michaela Šrámová Slušná; Irena G. Stará; Ivo Starý

doi:10.1039/D2CC03892G

Push–pull amino-nitro helicenes: synthesis, (chir)optical properties and self-assembly into thin films†

Michal Šámal,^a Jiří Rybáček,^a Jan Holec,^a Jan Hanus,^a Jaroslav Vacek,^a Miloš Buděšínský,^a Lucie Bednárová,^a Pavel Fiedler,^a Michaela Šrámová Slušná,^b Irena G. Stará

*^a and Ivo Starý

*^a

Author affiliations

* Corresponding authors

^a Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
E-mail: stara@uochb.cas.cz, stary@uochb.cas.cz

^b Institute of Inorganic Chemistry, Czech Academy of Sciences, Husinec-Řež 1001, 250 68 Řež, Czech Republic

Abstract

A series of regioisomeric push–pull amino-nitro [6]helicenes and a related [7]helicene derivative were prepared and their racemates resolved into enantiomers. Compared to the parent helicenes, they exhibit red-shifted UV-Vis spectra, pronounced dipole moments, altered chiroptical properties such as remarkable optical rotatory power, and can form nanocrystalline Langmuir–Blodgett films.

Chemical Communications

Push–pull amino-nitro helicenes: synthesis, (chir)optical properties and self-assembly into thin films†

Abstract

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Push–pull amino-nitro helicenes: synthesis, (chir)optical properties and self-assembly into thin films

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