Regioisomers of Aromatic Thioethers with Aggregation‐Induced Phosphorescence

Author:

Schmiedtchen Marco1ORCID,Maisuls Iván2ORCID,Wölper Christoph3,Strassert Cristian A.2,Voskuhl Jens1ORCID

Affiliation:

1. Faculty of Chemistry (Organic Chemistry) Center of Medical Biotechnology (ZMB) and Center for Nanointegration Duisburg-Essen (CENIDE) University of Duisburg-Essen Universitätsstraße 7 45117 Essen Germany

2. Institut für Anorganische und Analytische Chemie CeNTech CiMIC SoN Universität Münster Heisenbergstraße 11 48149 Münster Germany

3. Institute for Inorganic Chemistry and Center for NanoIntegration (CENIDE) University of Duisburg-Essen Universitätsstrasse 5–7 45117 Essen Germany

Abstract

AbstractIn this contribution, we describe a library of nine different molecular asterisks, all based on aromatic thioethers. Here, the substitution patterns of the central core unit bearing two nitriles and the rotors featuring methoxy groups were permuted. In addition, the photophysical properties in the solid and aggregated state were investigated. X‐ray diffractometry confirmed the molecular structures. In this frame, the molecular packing in the crystal lattice of the two polymorphs of mNoM was extensively studied and a correlation between photoluminescence and secondary interactions was evaluated. In the solid state, all compounds showed emission in the yellow to red part of the electromagnetic spectrum (555–644 nm) with lifetimes of up to 25 μs and photoluminescence quantum yields of up to 47 %, depending on the substitution pattern. As all the evaluated compounds perform as good emitters with aggregation‐induced phosphorescence (AIP), these compounds can be regarded as multivalent platforms for future applications in supramolecular assemblies or as biomedical labels due to the versatile substitution patterns, manifold geometries as well as appealing photophysical properties.

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Analytical Chemistry

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