Tuning the solid-state emission of liquid crystalline nitro-cyanostilbene by halogen bonding

Subrata Nath; Alexander Kappelt; Matthias Spengler; Bibhisan Roy; Jens Voskuhl; Michael Giese

doi:10.3762/bjoc.17.13

Tuning the solid-state emission of liquid crystalline nitro-cyanostilbene by halogen bonding

Beilstein J Org Chem. 2021 Jan 14:17:124-131. doi: 10.3762/bjoc.17.13. eCollection 2021.

Authors

Subrata Nath¹, Alexander Kappelt¹, Matthias Spengler¹, Bibhisan Roy¹, Jens Voskuhl¹, Michael Giese¹

Affiliation

¹ Organic Chemistry, University of Duisburg Essen, Universitätsstraße 7, 45141 Essen, Germany.

Abstract

The first example of halogen-bonded fluorescent liquid crystals based on the interaction of iodofluorobenzene derivatives with nitro-cyanostilbenes is reported. The systematic variation of the fluorination degree and pattern indicates the relevance of the halogen bond strength for the induction of liquid crystalline properties. The modular self-assembly approach enables the efficient tuning of the fluorescence behaviour and mesomorphic properties of the assemblies.

Keywords: fluorescence; halogen bonding; liquid crystal.

Grants and funding

Supported by an Exploration Grant of the Boehringer Ingelheim Foundation (BIS). M.S. and M.G. are thankful for generous financial support by the Professor-Werdelmann Foundation.