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


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
15 Nov 2022
Historique:
pubmed: 1 11 2022
medline: 19 11 2022
entrez: 31 10 2022
Statut: epublish

Résumé

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.

Identifiants

pubmed: 36314481
doi: 10.1039/d2cc03892g
doi:

Substances chimiques

helicenes 0
Polycyclic Compounds 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

12732-12735

Auteurs

Michal Šámal (M)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Jiří Rybáček (J)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Jan Holec (J)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Jan Hanus (J)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Jaroslav Vacek (J)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Miloš Buděšínský (M)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Lucie Bednárová (L)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Pavel Fiedler (P)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Michaela Šrámová Slušná (MŠ)

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

Irena G Stará (IG)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

Ivo Starý (I)

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic. stara@uochb.cas.cz.

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Classifications MeSH